Mayr's Database of Reactivity Parameters

Nucleophiles

« Back Forward » Found 1292 molecules, displaying page 1 of 1 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
tri-p-tolylmethane (in MeCN)
C22H22*
MeCN

N  Param.: -8.80

sN Param.: 0.82
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
bis(4-methoxyphenyl)phenylmethane (in MeCN)
C21H20O2*
MeCN

N  Param.: -7.00

sN Param.: 0.82
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetraethylsilane
*
MeCN

N  Param.: -6.50

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(2,2-diphenylethyl)diethyl(methyl)silane
*
dichloromethane

N  Param.: -6.40

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
butyltrimethylsilane
*
dichloromethane

N  Param.: -5.40

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,3-bis(trimethylsilyl)propane
*
dichloromethane/MeCN mix

N  Param.: -5.30

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tris(4-methoxyphenyl)methane (in MeCN)
*
MeCN

N  Param.: -5.18

sN Param.: 0.82
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
diethylether (in dichloromethane)
*
dichloromethane

N  Param.: -5.10

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
dimethoxymethane
*
dichloromethane

N  Param.: -4.90

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
trimethyl(3-(trimethylgermyl)propyl)silane (in MeCN)
*
MeCN

N  Param.: -4.80

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,6-bis(trimethylsilyl)hexane
*
dichloromethane

N  Param.: -4.70

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetraethylgermane (in MeCN)
*
MeCN

N  Param.: -4.70

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
toluene
C7H8*
dichloromethane

N  Param.: -4.36

sN Param.: 1.77
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
triphenylmethane
*
dichloromethane

N  Param.: -4.27

sN Param.: 0.80
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
bis(4-(dimethylamino)phenyl)phenylmethane (in MeCN)
C23H26N2*
MeCN

N  Param.: -4.20

sN Param.: 0.82
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
allylbenzene
C9H10*
dichloromethane

N  Param.: -4.12

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
2-isopropyl-4,5-dimethyl-1,3-dioxolane (ani)
*
dichloromethane

N  Param.: -4.10

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(4,4-dimethylpentyl)trimethylstannane
*
dichloromethane/MeCN mix

N  Param.: -3.90

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,1-dimethylsilolane
*
dichloromethane

N  Param.: -3.86

sN Param.: 1.10
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,3-dioxepane
*
dichloromethane

N  Param.: -3.80

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-chloropropene
C3H5Cl*
dichloromethane

N  Param.: -3.65

sN Param.: 1.97
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
tri-p-tolylmethane
*
dichloromethane

N  Param.: -3.62

sN Param.: 0.80
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
m-xylene
C8H10*
dichloromethane

N  Param.: -3.57

sN Param.: 2.08
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene
*
dichloromethane

N  Param.: -3.52

sN Param.: 1.17
***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
trimethyl(phenethyl)silane
*
dichloromethane

N  Param.: -3.50

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetrahydrofuran (in dichloromethane)
C4H8O*
dichloromethane

N  Param.: -3.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-isopropyl-4,5-dimethyl-1,3-dioxolane (syn)
*
dichloromethane

N  Param.: -3.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
trimethyl(3-(trimethylstannyl)propyl)silane (in MeCN)
*
MeCN

N  Param.: -3.40

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,3-bis(trimethylgermyl)propane (in MeCN)
*
MeCN

N  Param.: -3.40

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-methyl-1,3-dioxolane
*
dichloromethane

N  Param.: -3.30

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tris(4-(dimethylamino)phenyl)methane (in MeCN)
C25H31N3*
MeCN

N  Param.: -3.30

sN Param.: 0.82
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,2-dihydronaphthalene (in MeCN)
C10H10*
MeCN

N  Param.: -3.30

sN Param.: 1.00
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
dichloro(methyl)silane
*
dichloromethane

N  Param.: -3.20

sN Param.: 0.73
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,1-dimethylsilepane
*
dichloromethane

N  Param.: -3.10

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
3-methyl-1,4-pentadiene
C6H10*
dichloromethane

N  Param.: -3.08

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
2,4,5-trimethyl-1,3-dioxolane (anti)
*
dichloromethane

N  Param.: -3.00

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,4-pentadiene
C5H8*
dichloromethane

N  Param.: -2.99

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
3,3,3-trifluoro-2-(trimethylsiloxy)propene
*
dichloromethane

N  Param.: -2.94

sN Param.: 1.11
***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
2-ethyl-4,5-dimethyl-1,3-dioxolane (anti)
*
dichloromethane

N  Param.: -2.90

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,3-dioxolane
C3H6O2*
dichloromethane

N  Param.: -2.86

sN Param.: 0.80
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
p-cymene
C10H14*
dichloromethane

N  Param.: -2.80

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
1-hexene
C6H12*
dichloromethane

N  Param.: -2.77

sN Param.: 1.41
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
isopropanol (in aq. sulfuric acid)
C3H8O*
water

N  Param.: -2.60

sN Param.: 0.80
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
4,5-dimethyl-2-vinyl-1,3-dioxolane
*
dichloromethane

N  Param.: -2.60

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2,4,5-trimethyl-1,3-dioxolane (syn)
*
dichloromethane

N  Param.: -2.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,4-dihydronaphthalene (in MeCN)
C10H10*
MeCN

N  Param.: -2.50

sN Param.: 1.00
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(E)-but-2-ene
C4H8*
dichloromethane

N  Param.: -2.45

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-but-2-ene
C4H8*
dichloromethane

N  Param.: -2.44

sN Param.: 1.09
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
propene
C3H6*
dichloromethane

N  Param.: -2.41

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1-dimethylsilinane
C7H16Si*
dichloromethane

N  Param.: -2.40

sN Param.: 1.10
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tetraethylstannane (in MeCN)
*
MeCN

N  Param.: -2.40

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
trimethyl(3-(trimethylstannyl)propyl)germane (in MeCN)
*
MeCN

N  Param.: -2.40

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
4,5-dimethyl-1,3-dioxolane (anti)
*
dichloromethane

N  Param.: -2.40

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-ethyl-4,5-dimethyl-1,3-dioxolane (syn)
*
dichloromethane

N  Param.: -2.40

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
bis(4-methoxyphenyl)methane (in CH2Cl2)
C15H16O2*
dichloromethane

N  Param.: -2.11

sN Param.: 0.98
**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
1,1-dimethylsiletane
*
dichloromethane

N  Param.: -2.10

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1% water/99% HFIP (w/w)
*
water-HFIP mix

N  Param.: -1.93

sN Param.: 1.09
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
tetraethylstannane (in 1,2-DCE)
*
1,2-dichloroethane

N  Param.: -1.90

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
triethoxysilane
C6H16O3Si*
dichloromethane

N  Param.: -1.80

sN Param.: 0.75
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(4-chlorophenethyl)trimethylstannane
*
1,2-dichloroethane

N  Param.: -1.80

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,3-bis(trimethylstannyl)propane (in MeCN)
*
MeCN

N  Param.: -1.70

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2% water/98% HFIP (w/w)
*
water-HFIP mix

N  Param.: -1.62

sN Param.: 1.10
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
cyclopentene
C5H8*
dichloromethane

N  Param.: -1.55

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(trimethylsilyl)propene
C6H14Si*
dichloromethane

N  Param.: -1.46

sN Param.: 1.05
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
trimethyl(3-(trimethylplumbyl)propyl)silane (in MeCN)
*
MeCN

N  Param.: -1.20

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
3% water/97% HFIP (w/w)
*
water-HFIP mix

N  Param.: -1.19

sN Param.: 1.08
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
anisole
C7H8O*
dichloromethane

N  Param.: -1.18

sN Param.: 1.20
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
alpha-(trimethylsilyl)styrene
C11H16Si*
dichloromethane

N  Param.: -1.13

sN Param.: 1.46
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6
*
dichloromethane

N  Param.: -1.11

sN Param.: 0.92
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tetra-sec.butylstannane (in 1,2-DCE)
*
1,2-dichloroethane

N  Param.: -1.10

sN Param.: 1.15
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
trimethyl(phenethyl)stannane
*
1,2-dichloroethane

N  Param.: -1.10

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(Z)-phenylpropene
C9H10*
dichloromethane

N  Param.: -1.07

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-propyl-1,3-dioxolane
C6H12O2*
dichloromethane

N  Param.: -1.06

sN Param.: 0.81
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
thiophene
C4H4S*
dichloromethane

N  Param.: -1.01

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tetramethylethylene
C6H12*
dichloromethane

N  Param.: -1.00

sN Param.: 1.40
***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
trimethyl(3-(trimethylplumbyl)propyl)germane (in MeCN)
*
MeCN

N  Param.: -1.00

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-phenyldioxolane
C9H10O2*
dichloromethane

N  Param.: -0.90

sN Param.: 0.80
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3(C5H4CO2Me)
*
dichloromethane

N  Param.: -0.90

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
3-propylcyclopentene
C8H14*
dichloromethane

N  Param.: -0.88

sN Param.: 0.94
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
buta-1,3-diene
C4H6*
dichloromethane

N  Param.: -0.87

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
9,10-dihydroanthracene
C14H12*
dichloromethane

N  Param.: -0.86

sN Param.: 0.92
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
2-(trimethylsilyl)thiophene
C7H12SSi*
dichloromethane

N  Param.: -0.80

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(2-([1,1'-biphenyl]-4-yl)ethyl)trimethylstannane
*
1,2-dichloroethane

N  Param.: -0.80

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)5(PPh3)
*
dichloromethane

N  Param.: -0.76

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(E,E)-2,5-heptadiene
C7H12*
dichloromethane

N  Param.: -0.74

sN Param.: 0.99
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
4-methyl-2,5-heptadiene
C8H14*
dichloromethane

N  Param.: -0.73

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
diethylmercury (in MeCN)
*
MeCN

N  Param.: -0.70

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1-(p-tolyl)-1-(trimethylsilyl)ethene
C12H18Si*
dichloromethane

N  Param.: -0.65

sN Param.: 1.59
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2)
C9H17BO2*
dichloromethane

N  Param.: -0.64

sN Param.: 1.10
***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
allylchlorodimethylsilane
C5H11ClSi*
dichloromethane

N  Param.: -0.57

sN Param.: 1.06
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(2-methylallyl)trichlorosilane
C4H7Cl3Si*
dichloromethane

N  Param.: -0.57

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cycloocta-1,3-diene
C8H12*
dichloromethane

N  Param.: -0.50

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tetrapropylstannane (in 1,2-DCE)
*
1,2-dichloroethane

N  Param.: -0.50

sN Param.: 1.13
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
trimethyl(4-methylphenethyl)stannane
*
1,2-dichloroethane

N  Param.: -0.50

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(E)-propenylbenzene
C9H10*
dichloromethane

N  Param.: -0.49

sN Param.: 1.18
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
methylenecyclopropane
C4H6*
dichloromethane

N  Param.: -0.47

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-ethinylcyclohexenyl-Co2(CO)6
*
dichloromethane

N  Param.: -0.44

sN Param.: 1.06
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
beta-(trimethylsilyl)styrene
C11H16Si*
dichloromethane

N  Param.: -0.43

sN Param.: 1.06
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
diethyl diazomalonate
C7H10N2O4*
dichloromethane

N  Param.: -0.35

sN Param.: 0.93
**Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
2-(tris(trimethylsilyl)silyl)propene
C12H32Si4*
dichloromethane

N  Param.: -0.31

sN Param.: 0.99
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
tetrabutylstannane
*
dichloromethane

N  Param.: -0.30

sN Param.: 1.07
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(4-(tert-butyl)phenethyl)trimethylstannane
*
1,2-dichloroethane

N  Param.: -0.30

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-(pentamethyldisilyl)propene
C8H20Si2*
dichloromethane

N  Param.: -0.26

sN Param.: 0.95
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
norbornene
C7H10*
dichloromethane

N  Param.: -0.25

sN Param.: 1.09
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
allyltriphenylsilane
C21H20Si*
dichloromethane

N  Param.: -0.13

sN Param.: 1.21
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5% water/95% HFIP (w/w)
*
water-HFIP mix

N  Param.: -0.10

sN Param.: 0.97
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
(1H-inden-1-yl)trimethylsilane (in CH2Cl2)
C12H16Si*
dichloromethane

N  Param.: -0.10

sN Param.: 1.05
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
1,4-dihydronaphthalene
C10H10*
dichloromethane

N  Param.: -0.07

sN Param.: 1.03
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
phenylacetylene
C8H6*
dichloromethane

N  Param.: -0.04

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
phenylsilane
C6H8Si*
dichloromethane

N  Param.: 0.06

sN Param.: 0.71
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2,3,3-trimethyl-but-1-ene
C7H14*
dichloromethane

N  Param.: 0.06

sN Param.: 1.07
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
cyclohepta-1,3-diene
C7H10*
dichloromethane

N  Param.: 0.06

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-methylcyclohexene
C7H12*
dichloromethane

N  Param.: 0.08

sN Param.: 1.15
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1,4-cyclohexadiene
C6H8*
dichloromethane

N  Param.: 0.09

sN Param.: 0.98
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
tetraethylplumbane (in MeCN)
*
MeCN

N  Param.: 0.10

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
3-methylanisole
C8H10O*
dichloromethane

N  Param.: 0.13

sN Param.: 1.27
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-diazoindandione
C9H4N2O2*
dichloromethane

N  Param.: 0.16

sN Param.: 0.86
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
hexylsilane
*
dichloromethane

N  Param.: 0.19

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(4-methoxyphenethyl)trimethylstannane
*
1,2-dichloroethane

N  Param.: 0.20

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(2-methylallyl)benzene
C10H12*
dichloromethane

N  Param.: 0.25

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
7% water/93% HFIP (w/w)
*
water-HFIP mix

N  Param.: 0.34

sN Param.: 0.96
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
1,4-cyclohexadiene (in MeCN)
*
MeCN

N  Param.: 0.35

sN Param.: 0.98
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-diazobenzothiophen-3(2H)-one
C8H4N2OS*
dichloromethane

N  Param.: 0.40

sN Param.: 0.93
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
cycloheptatriene
C7H8*
dichloromethane

N  Param.: 0.52

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
2,4-dimethyl-penta-1,4-diene
C7H12*
dichloromethane

N  Param.: 0.54

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cycloheptatriene (in MeCN)
C7H8*
MeCN

N  Param.: 0.55

sN Param.: 0.97
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-(tris(pentafluorophenyl)siloxy)-propene
C21H5F15OSi*
dichloromethane

N  Param.: 0.58

sN Param.: 0.91
*Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
alpha-(pentamethyldisilyl)styrene
C13H22Si2*
dichloromethane

N  Param.: 0.61

sN Param.: 1.01
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
xanthene
C13H10O*
dichloromethane

N  Param.: 0.64

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
2-methyl-but-2-ene
C5H10*
dichloromethane

N  Param.: 0.65

sN Param.: 1.17
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2,3-dimethyl-but-1-ene
C6H12*
dichloromethane

N  Param.: 0.65

sN Param.: 1.00
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(Z)-penta-1,3-diene
C5H8*
dichloromethane

N  Param.: 0.66

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cyclohexa-1,3-diene
C6H8*
dichloromethane

N  Param.: 0.67

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(1S)-(-)-alpha-pinene
C10H16*
dichloromethane

N  Param.: 0.68

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,4,6-trimethylstyrene
C11H14*
dichloromethane

N  Param.: 0.68

sN Param.: 1.09
***Macromolecules 2005, 38, 33-40
10.1021/ma048389o
styrene
C8H8*
dichloromethane

N  Param.: 0.78

sN Param.: 0.95
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2,4,4-trimethyl-pent-1-ene
C8H16*
dichloromethane

N  Param.: 0.79

sN Param.: 1.07
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
chlorodimethylsilane
C2H7ClSi*
dichloromethane

N  Param.: 0.79

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(chloromethyl)dimethylsilane
C3H9ClSi*
dichloromethane

N  Param.: 0.80

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-methyl-pent-1-ene
*
dichloromethane

N  Param.: 0.84

sN Param.: 1.06
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
methyl(neopentyl)(phenyl)silane
C12H20Si*
dichloromethane

N  Param.: 0.87

sN Param.: 0.75
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
trimethyl(prenyl)silane
C8H18Si*
dichloromethane

N  Param.: 0.90

sN Param.: 1.17
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
10% water/90% HFIP (w/w)
*
water-HFIP mix

N  Param.: 0.96

sN Param.: 0.93
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
2-methyl-but-1-ene
C5H10*
dichloromethane

N  Param.: 1.00

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-methyl-buta-1,3-diene (isoprene)
C5H8*
dichloromethane

N  Param.: 1.10

sN Param.: 0.98
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-methylpropene (isobutylene)
C4H8*
dichloromethane

N  Param.: 1.11

sN Param.: 0.98
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
trifluoroethanol
C2H3F3O*
TFE

N  Param.: 1.11

sN Param.: 0.96
***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2,5-dimethyl-hexa-1,5-diene
C8H14*
dichloromethane

N  Param.: 1.14

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methylenecyclohexane
C7H12*
dichloromethane

N  Param.: 1.16

sN Param.: 1.04
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(E,E)-hexa-2,4-diene
C6H10*
dichloromethane

N  Param.: 1.17

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,3-dimethyl-buta-1,3-diene
C6H10*
dichloromethane

N  Param.: 1.17

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-methylcyclopentene
C6H10*
dichloromethane

N  Param.: 1.18

sN Param.: 1.17
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
allyltriphenylgermane
C21H20Ge*
dichloromethane

N  Param.: 1.20

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(3-chlorobenzyl)dimethylsilane
C9H13ClSi*
dichloromethane

N  Param.: 1.30

sN Param.: 0.75
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
furan
C4H4O*
dichloromethane

N  Param.: 1.33

sN Param.: 1.29
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6
*
dichloromethane

N  Param.: 1.33

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-methylthiophene
C5H6S*
dichloromethane

N  Param.: 1.35

sN Param.: 0.99
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
tetraisobutylstannane
*
dichloromethane

N  Param.: 1.35

sN Param.: 1.10
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1-(tris(pentafluorophenyl)siloxy)-cyclopentene
C23H7F15OSi*
dichloromethane

N  Param.: 1.38

sN Param.: 0.93
*Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene
*
dichloromethane

N  Param.: 1.47

sN Param.: 0.89
***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
(E)-penta-1,3-diene
C5H8*
dichloromethane

N  Param.: 1.49

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
50% water/50% HFIP (w/w)
*
water-HFIP mix

N  Param.: 1.50

sN Param.: 1.03
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
HMn(CO)5
*
dichloromethane

N  Param.: 1.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methylenecyclododecane
C13H24*
dichloromethane

N  Param.: 1.52

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
diphenylsilane
*
dichloromethane

N  Param.: 1.52

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-(tributylstannyl)thiophene
C16H30SSn*
dichloromethane

N  Param.: 1.53

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,7-dimethylocta-1,7-diene
C10H18*
dichloromethane

N  Param.: 1.58

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
HCr(CO)3Cp*
*
dichloromethane

N  Param.: 1.60

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methylenecyclobutane
C5H8*
dichloromethane

N  Param.: 1.65

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
30% water/70% HFIP (w/w)
*
water-HFIP mix

N  Param.: 1.65

sN Param.: 0.96
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
allyltrimethylsilane
C6H14Si*
dichloromethane

N  Param.: 1.68

sN Param.: 1.00
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
tert-butyl indole-1-carboxylate
C13H15NO2*
MeCN

N  Param.: 1.68

sN Param.: 1.26
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
methylenecyclopentadecane
C16H30*
dichloromethane

N  Param.: 1.69

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-but-2-enyltrimethylsilane
C7H16Si*
dichloromethane

N  Param.: 1.69

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,6-dimethyl-hepta-1,6-diene
C9H16*
dichloromethane

N  Param.: 1.69

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-methyl-4-vinyl-benzene
C9H10*
dichloromethane

N  Param.: 1.70

sN Param.: 1.06
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
HW(CO)3Cp
*
dichloromethane

N  Param.: 1.70

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
3-(trimethylsilyl)cyclopentene
C8H16Si*
dichloromethane

N  Param.: 1.77

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyl-tert.butyl-dimethylsilane
C9H20Si*
dichloromethane

N  Param.: 1.80

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(5-methyl-furan-2-yl) MIDA boronate
*
MeCN

N  Param.: 1.84

sN Param.: 1.26
**Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2)
C8H12*
dichloromethane

N  Param.: 1.88

sN Param.: 0.96
**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
allyltriethylsilane
C9H20Si*
dichloromethane

N  Param.: 1.93

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(E)-but-2-enyltrimethylsilane
C7H16Si*
dichloromethane

N  Param.: 1.94

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 1.95

sN Param.: 0.98
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
3-(trihexylsilyl)cyclopentene
C23H46Si*
dichloromethane

N  Param.: 1.98

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltriisopropylsilane
C12H26Si*
dichloromethane

N  Param.: 2.04

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltri-n-butylsilane
C15H32Si*
dichloromethane

N  Param.: 2.09

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltrihexylsilane
C21H44Si*
dichloromethane

N  Param.: 2.11

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methyl(phenyl)silane
C7H10Si*
dichloromethane

N  Param.: 2.13

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-(trimethylsilyl)furan
C7H12OSi*
dichloromethane

N  Param.: 2.16

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(triethylsilyl)furan
C10H18OSi*
dichloromethane

N  Param.: 2.20

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-methylsilolane
C5H12Si*
dichloromethane

N  Param.: 2.20

sN Param.: 0.75
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
cis-HMn(PCy3)(CO)4
*
dichloromethane

N  Param.: 2.20

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
acetonitrile (in MeCN)
*
MeCN

N  Param.: 2.23

sN Param.: 0.84
***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
methylenecycloheptane
C8H14*
dichloromethane

N  Param.: 2.24

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
dihexylsilane
*
dichloromethane

N  Param.: 2.27

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
cyclopentadiene
C5H6*
dichloromethane

N  Param.: 2.30

sN Param.: 1.06
***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-methylsiletane
C4H10Si*
dichloromethane

N  Param.: 2.30

sN Param.: 0.75
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
cis-HMn(PPh3)(CO)4
*
dichloromethane

N  Param.: 2.30

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methylenecycloundecane
C12H22*
dichloromethane

N  Param.: 2.33

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
alpha-methylstyrene
C9H10*
dichloromethane

N  Param.: 2.35

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tributylsilyl)furan
C16H30OSi*
dichloromethane

N  Param.: 2.37

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
dimethyl(propoxy)silane
C5H14OSi*
dichloromethane

N  Param.: 2.40

sN Param.: 0.75
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3(C5H4Me)
*
dichloromethane

N  Param.: 2.40

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,3-dimethoxybenzene
C8H10O2*
dichloromethane

N  Param.: 2.48

sN Param.: 1.09
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
methylenecyclononane
C10H18*
dichloromethane

N  Param.: 2.57

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-methyl-penta-1,3-diene
C6H10*
dichloromethane

N  Param.: 2.60

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-cyclopropylpropene
C6H10*
dichloromethane

N  Param.: 2.60

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
triphenylsilane
C18H16Si*
dichloromethane

N  Param.: 2.65

sN Param.: 0.72
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methyldiphenylsilane
C13H14Si*
dichloromethane

N  Param.: 2.72

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-diazo-1-benzosuberone
C11H10N2O*
dichloromethane

N  Param.: 2.72

sN Param.: 0.96
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
benzyldimethylsilane
C9H14Si*
dichloromethane

N  Param.: 2.78

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methylenecyclopentane
C6H10*
dichloromethane

N  Param.: 2.82

sN Param.: 0.90
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
methylenecyclodecane
C11H20*
dichloromethane

N  Param.: 2.82

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
5-cyano-indole
C9H6N2*
MeCN

N  Param.: 2.83

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
(5-methyl-furan-2-yl) pinacol boronate
*
MeCN

N  Param.: 2.90

sN Param.: 0.98
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
10% water/90%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 2.93

sN Param.: 0.88
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
triisopropylsilane
*
dichloromethane

N  Param.: 2.93

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)
 C17H20OSi*
MeCN

N  Param.: 3.00

sN Param.: 0.83
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
(4-chlorophenyl)dimethylsilane
C8H11ClSi*
dichloromethane

N  Param.: 3.05

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
3-methoxythiophene
C5H6OS*
MeCN

N  Param.: 3.06

sN Param.: 1.19
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
allyltriphenylstannane
C21H20Sn*
dichloromethane

N  Param.: 3.09

sN Param.: 0.90
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(E)-2-methyl-penta-1,3-diene
C6H10*
dichloromethane

N  Param.: 3.09

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-(triisopropylsilyl)pyrrole
C13H25NSi*
dichloromethane

N  Param.: 3.12

sN Param.: 0.93
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1,1,1,3,3-pentamethyldisiloxane
C5H16OSi2*
dichloromethane

N  Param.: 3.12

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1-(phenylethynyl)pyrrolidin-2-one
C12H11NO*
dichloromethane

N  Param.: 3.12

sN Param.: 0.85
*Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
(2,3-dimethylbut-2-enyl)triethylsilane
C12H26Si*
dichloromethane

N  Param.: 3.15

sN Param.: 1.15
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
trimethylsilane
C3H10Si*
dichloromethane

N  Param.: 3.15

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methylenecyclooctane
C9H16*
dichloromethane

N  Param.: 3.16

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-diazoindolin-2-one
C8H5N3O*
dichloromethane

N  Param.: 3.16

sN Param.: 1.03
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
20% water/80%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 3.20

sN Param.: 0.88
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
ethyldimethylsilane
C4H12Si*
dichloromethane

N  Param.: 3.30

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
diethyl(methyl)silane
C5H14Si*
dichloromethane

N  Param.: 3.40

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tris((dimethyl(phenyl)silyl)methyl)silane
C27H40Si4*
dichloromethane

N  Param.: 3.40

sN Param.: 0.66
**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
cyclohepta-1,3,5-trienyl-Fe(CO)3
*
dichloromethane

N  Param.: 3.42

sN Param.: 0.94
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
40% water/60%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 3.42

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
(triisopropylsiloxy)ethene
C11H24OSi*
dichloromethane

N  Param.: 3.44

sN Param.: 0.94
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-diazocyclohexanone
C6H8N2O*
dichloromethane

N  Param.: 3.44

sN Param.: 0.83
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
p-tosylmethyl isocyanide (TosMIC)
C9H9NO2S*
dichloromethane

N  Param.: 3.50

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
HW(CO)3Cp*
*
dichloromethane

N  Param.: 3.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HW(CO)3(indenyl)
*
dichloromethane

N  Param.: 3.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HRe(CO)5
*
dichloromethane

N  Param.: 3.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-diazo-1-tetralone
C10H8N2O*
dichloromethane

N  Param.: 3.51

sN Param.: 0.86
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
dimethyl(phenyl)silane
C8H12Si*
dichloromethane

N  Param.: 3.55

sN Param.: 0.75
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
dimethyl(neopentyl)silane
C7H18Si*
dichloromethane

N  Param.: 3.55

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
50% water/50%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 3.57

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
4-cyanophenyl isocyanide
C8H4N2*
dichloromethane

N  Param.: 3.57

sN Param.: 0.72
**Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
triethylsilane
C6H16Si*
dichloromethane

N  Param.: 3.58

sN Param.: 0.70
***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
tris((trimethylsilyl)methyl)silane
C12H34Si4*
dichloromethane

N  Param.: 3.59

sN Param.: 0.67
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-methylfuran
C5H6O*
dichloromethane

N  Param.: 3.61

sN Param.: 1.11
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane
C9H28Si4*
dichloromethane

N  Param.: 3.61

sN Param.: 0.79
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-(tributylstannyl)furan
C16H30OSn*
dichloromethane

N  Param.: 3.63

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tripropylsilane
*
dichloromethane

N  Param.: 3.67

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tris((butyldimethylsilyl)methyl)silane
C21H52Si4*
dichloromethane

N  Param.: 3.73

sN Param.: 0.68
**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
n-butyl vinyl ether
*
dichloromethane

N  Param.: 3.76

sN Param.: 0.91
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
60% water/40%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 3.77

sN Param.: 0.88
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
3,3-dimethyl-2-(trimethylsiloxy)buten
C9H20OSi*
dichloromethane

N  Param.: 3.78

sN Param.: 0.79
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
dimethyl(p-tolyl)silane
C9H14Si*
dichloromethane

N  Param.: 3.83

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester
C12H27NO4Si2*
dichloromethane

N  Param.: 3.84

sN Param.: 0.87
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide
C22H19NO2S*
dichloromethane

N  Param.: 3.85

sN Param.: 0.84
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
(Z)-1-(triisopropylsiloxy)propen
C12H26OSi*
dichloromethane

N  Param.: 3.87

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
7-azaindole
C7H6N2*
MeCN

N  Param.: 3.87

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
trihexylsilane
*
dichloromethane

N  Param.: 3.89

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
ethyl-vinylether
C4H8O*
dichloromethane

N  Param.: 3.92

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
6,6-dimethylfulvene
C8H10*
MeCN

N  Param.: 3.93

sN Param.: 0.88
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
2-methyl-1-(trimethylsiloxy)propen
C7H16OSi*
dichloromethane

N  Param.: 3.94

sN Param.: 1.00
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
diazoacetone
C3H4N2O*
dichloromethane

N  Param.: 3.96

sN Param.: 0.91
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
1H-indole-5-carboxylic acid
C9H7NO2*
MeCN

N  Param.: 3.97

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
triphenylgermane
C18H16Ge*
dichloromethane

N  Param.: 3.99

sN Param.: 0.62
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tributylsilane
C12H28Si*
dichloromethane

N  Param.: 3.99

sN Param.: 0.73
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
triethylgermane
C6H16Ge*
dichloromethane

N  Param.: 4.00

sN Param.: 0.75
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
10-methyl-9,10-dihydroacridine (in MeCN)
C14H13N*
MeCN

N  Param.: 4.00

sN Param.: 0.70
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(tris(trimethylsilyl)siloxy)ethene
*
dichloromethane

N  Param.: 4.01

sN Param.: 0.83
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate
C13H14BF3KNO2*
MeCN

N  Param.: 4.06

sN Param.: 0.79
**J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
(2-methylallyl)triphenylsilane
C22H22Si*
dichloromethane

N  Param.: 4.17

sN Param.: 0.79
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(bis(tert-butyldimethylsiloxy)amino)propene
C15H35NO2Si2*
dichloromethane

N  Param.: 4.23

sN Param.: 0.93
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
isobutylenyl-ethylether
C6H12O*
dichloromethane

N  Param.: 4.23

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(4-methoxyphenyl)dimethylsilane
C9H14OSi*
dichloromethane

N  Param.: 4.23

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,2,4,5-tetramethylcyclohexa-1,4-diene (in CH2Cl2)
C10H16*
dichloromethane

N  Param.: 4.27

sN Param.: 0.86
**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
HMo(CO)3Cp*
*
dichloromethane

N  Param.: 4.30

sN Param.: 0.77
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
Cp2Zr(Me)2 - Dimethylzirconocene
*
dichloromethane

N  Param.: 4.35

sN Param.: 1.09
***Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
Meldrum's acid iodonium ylide (in CH2Cl2)
*
dichloromethane

N  Param.: 4.36

sN Param.: 1.06
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
2,3-dihydrofuran
C4H6O*
dichloromethane

N  Param.: 4.37

sN Param.: 0.90
****Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-bromo-indole
C8H6BrN*
MeCN

N  Param.: 4.38

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
Cp2Ti(CH2Ph)2 - Dibenzyltitanocene
*
dichloromethane

N  Param.: 4.38

sN Param.: 1.00
*Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide
C23H21NO3S*
dichloromethane

N  Param.: 4.40

sN Param.: 0.86
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
(2-methylallyl)trimethylsilane
C7H16Si*
dichloromethane

N  Param.: 4.41

sN Param.: 0.96
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-chloro-indole
C8H6ClN*
MeCN

N  Param.: 4.42

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1,2-bis(trimethylsiloxy)cyclohexene
C12H26O2Si2*
dichloromethane

N  Param.: 4.46

sN Param.: 1.15
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(triphenylsiloxy)propene
*
dichloromethane

N  Param.: 4.46

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cis-HRe(PPh3)(CO)4
*
dichloromethane

N  Param.: 4.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
10% water/90% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 4.56

sN Param.: 0.94
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
2,6-dimethylphenyl isocyanide
C9H9N*
dichloromethane

N  Param.: 4.59

sN Param.: 0.87
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
1-(trimethylsiloxy)buta-1,3-diene
C7H14OSi*
dichloromethane

N  Param.: 4.60

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-(3,3-dimethylbut-1-en-2-yl)acetamide
C8H15NO*
MeCN

N  Param.: 4.61

sN Param.: 0.98
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
pyrrole
C4H5N*
dichloromethane

N  Param.: 4.63

sN Param.: 1.00
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(2-methylallyl)tris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 4.63

sN Param.: 0.87
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(2-methylallyl)triphenylgermane
C22H22Ge*
dichloromethane

N  Param.: 4.67

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
6-methyl-3-(phenyl-l3-iodanylidene)dihydro-2H-pyran-2,4(3H)-dione (in CH2Cl2)
*
dichloromethane

N  Param.: 4.67

sN Param.: 0.92
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
HW(NO)2Cp
*
dichloromethane

N  Param.: 4.70

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
prenyl-tributylstannane
C17H36Sn*
dichloromethane

N  Param.: 4.74

sN Param.: 1.15
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(bis(trimethylsiloxy)amino)propene
C9H23NO2Si2*
dichloromethane

N  Param.: 4.76

sN Param.: 0.86
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
80% water/20%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 4.78

sN Param.: 0.83
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
(bis(trimethylsiloxy)amino)styrene
C14H25NO2Si2*
dichloromethane

N  Param.: 4.80

sN Param.: 0.86
*J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
2-(trimethylsiloxy)buta-1,3-diene
C7H14OSi*
dichloromethane

N  Param.: 4.83

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
diazocyclopentadiene (in CH2Cl2)
C5H4N2*
dichloromethane

N  Param.: 4.84

sN Param.: 1.06
***Synthesis 2023, 55, 354-358
10.1055/s-0041-1737327
((dimethylsilyl)methyl)trimethylsilane
C6H18Si2*
dichloromethane

N  Param.: 4.86

sN Param.: 0.64
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HMo(Cp)(CO)3
*
dichloromethane

N  Param.: 4.88

sN Param.: 0.80
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
benzyl isocyanide
C8H7N*
dichloromethane

N  Param.: 4.90

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
ethyl diazoacetate
C4H6N2O2*
dichloromethane

N  Param.: 4.91

sN Param.: 0.95
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
N-(3,4-dihydronaphthalen-1-yl)acetamide
C12H13NO*
MeCN

N  Param.: 4.91

sN Param.: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
((methylsilanediyl)bis(methylene))bis(trimethylsilane)
C9H26Si3*
dichloromethane

N  Param.: 4.91

sN Param.: 0.64
**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2)
C9H14*
dichloromethane

N  Param.: 4.95

sN Param.: 0.79
**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
N-vinylcarbazole
C14H11N*
dichloromethane

N  Param.: 5.02

sN Param.: 0.94
**Macromolecules 2002, 35, 5454-5458
10.1021/ma020306l
33% water/67% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.02

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
20% water/80% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.02

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
80% water/20% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.04

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
90% water/10%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 5.04

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
67% water/33% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.05

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
50% water/50% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.05

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
1-(trimethylsiloxy)-3,4-dihydronaphthalene (in MeCN)
C13H18OSi*
MeCN

N  Param.: 5.06

sN Param.: 0.91
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
1-(tris(trimethylsilyl)siloxy)cyclohexene
*
dichloromethane

N  Param.: 5.07

sN Param.: 0.91
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
Cp2Zr(CH2Ph)2 - Dibenzylzirconocene
*
dichloromethane

N  Param.: 5.10

sN Param.: 1.03
***Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
(2-methylallyl)triphenylstannane
C22H22Sn*
dichloromethane

N  Param.: 5.13

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
91% water/9% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.16

sN Param.: 0.91
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide
C18H19NO2S*
dichloromethane

N  Param.: 5.16

sN Param.: 0.85
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)
C12H18OSi*
MeCN

N  Param.: 5.18

sN Param.: 0.94
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
10% ethanol/90% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 5.19

sN Param.: 0.96
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
H2O (in water)
H2O*
water

N  Param.: 5.20

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
HOs(CO)2Cp*
*
dichloromethane

N  Param.: 5.20

sN Param.: 0.95
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
Dimethyl 1,1'-isopropylidenezirconocene
*
dichloromethane

N  Param.: 5.20

sN Param.: 1.00
*Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
1-(trimethylsiloxy)cyclohexene
C9H18OSi*
dichloromethane

N  Param.: 5.21

sN Param.: 1.00
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
diphenyldiazomethane
C13H10N2*
dichloromethane

N  Param.: 5.29

sN Param.: 0.92
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
potassium allyltrifluoroborate (in MeCN)
C3H5BF3K*
MeCN

N  Param.: 5.29

sN Param.: 0.87
**J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
tert-butanol (in MeCN)
*
MeCN

N  Param.: 5.35

sN Param.: 0.72
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
dimethyl((trimethylgermyl)methyl)silane
C6H18GeSi*
dichloromethane

N  Param.: 5.36

sN Param.: 0.62
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-(triisopropylsiloxy)propene
C12H26OSi*
dichloromethane

N  Param.: 5.38

sN Param.: 0.85
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
90% water/10%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.38

sN Param.: 0.91
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
2-phenyl-allyltrimethylsilane
C12H18Si*
dichloromethane

N  Param.: 5.38

sN Param.: 0.89
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
2-(trimethylsiloxy)propene
C6H14OSi*
dichloromethane

N  Param.: 5.41

sN Param.: 0.91
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
4-methoxy-indole
C9H9NO*
MeCN

N  Param.: 5.41

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
3-methyl-2-(trimethylsiloxy)but-1-ene
*
dichloromethane

N  Param.: 5.41

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-(1-phenylvinyl)benzamide
C15H13NO*
MeCN

N  Param.: 5.44

sN Param.: 1.00
*Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one
C15H22N2O*
MeCN

N  Param.: 5.44

sN Param.: 1.12
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
allyltributylstannane
C15H32Sn*
dichloromethane

N  Param.: 5.46

sN Param.: 0.89
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tert-butyl isocyanide
C5H9N*
dichloromethane

N  Param.: 5.47

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
(Cp*)2Zr(Me)2 - Dimethyl-bis(pentamethylcyclopentadienyl)zirconium
C22H36Zr*
dichloromethane

N  Param.: 5.49

sN Param.: 1.06
***Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
triphenyl phosphite
C18H15O3P*
dichloromethane

N  Param.: 5.51

sN Param.: 0.76
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C13H13O4*
MeCN

N  Param.: 5.51

sN Param.: 0.70
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate
C19H20BF6LiO2S*
MeCN

N  Param.: 5.53

sN Param.: 1.00
*Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
80% water/20%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.54

sN Param.: 0.94
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
10-methyl-9,10-dihydroacridine
*
dichloromethane

N  Param.: 5.54

sN Param.: 0.90
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
Indole
C8H7N*
dichloromethane

N  Param.: 5.55

sN Param.: 1.09
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
10% methanol/90% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 5.55

sN Param.: 0.97
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
Z-3-(trimethylsiloxy)pent-2-ene
C8H18OSi*
dichloromethane

N  Param.: 5.58

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tert.butyldimethylsiloxy)propene
*
dichloromethane

N  Param.: 5.58

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-(1-(4-chlorophenyl)vinyl)acetamide
C10H10ClNO*
MeCN

N  Param.: 5.60

sN Param.: 1.00
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
2-diazoindan-1-one
C9H6N2O*
dichloromethane

N  Param.: 5.61

sN Param.: 0.65
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
triphenylstannane
C18H16Sn*
dichloromethane

N  Param.: 5.64

sN Param.: 0.59
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
N-(cyclohex-1-en-1-yl)acetamide
C8H13NO*
MeCN

N  Param.: 5.64

sN Param.: 0.79
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
10% water/90% acetone (v/v)
H2O*
water-acetone mix

N  Param.: 5.70

sN Param.: 0.85
***Angew. Chem. Int. Ed. 2004, 43, 2302-2305
10.1002/anie.200353468
N-(1-phenylvinyl)acetamide
C10H11NO*
MeCN

N  Param.: 5.73

sN Param.: 0.97
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-methylindole
C9H9N*
dichloromethane

N  Param.: 5.75

sN Param.: 1.23
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1-(triphenylsiloxy)cyclopentene
C23H22OSi*
dichloromethane

N  Param.: 5.76

sN Param.: 1.02
****Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
20% water/80% acetone (v/v)
H2O*
water-acetone mix

N  Param.: 5.77

sN Param.: 0.87
***Angew. Chem. Int. Ed. 2004, 43, 2302-2305
10.1002/anie.200353468
20% ethanol/80% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 5.77

sN Param.: 0.92
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
water (in MeCN)
*
MeCN

N  Param.: 5.79

sN Param.: 0.72
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methyl-1-((E)-styryl)imidazolidin-4-one
C23H28N2O*
MeCN

N  Param.: 5.80

sN Param.: 0.87
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
60% water/40%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.81

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
N-methylpyrrole
C5H7N*
dichloromethane

N  Param.: 5.85

sN Param.: 1.03
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tributylgermane
C12H28Ge*
dichloromethane

N  Param.: 5.92

sN Param.: 0.73
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
50% water/50%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.96

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
potassium trifluoro(furan-2-yl)borate
C4H3BF3KO*
MeCN

N  Param.: 5.99

sN Param.: 0.79
**J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
5-methyl-indole
C9H9N*
MeCN

N  Param.: 6.00

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
20% methanol/80% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 6.04

sN Param.: 0.94
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
2-(tris(trimethylsilyl)siloxy)propene
*
dichloromethane

N  Param.: 6.04

sN Param.: 0.82
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one
C13H18N2O*
MeCN

N  Param.: 6.04

sN Param.: 0.92
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
33% ethanol/67% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 6.06

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
5-chloro-2-methylindole
C9H8ClN*
MeCN

N  Param.: 6.08

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
Dimedone iodonium ylide (in CH2Cl2)
*
dichloromethane

N  Param.: 6.18

sN Param.: 0.81
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
benzyl (1-phenylvinyl)carbamate
C16H15NO2*
MeCN

N  Param.: 6.21

sN Param.: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C14H15O5*
MeCN

N  Param.: 6.21

sN Param.: 0.68
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
1-phenyl-1-(trimethylsiloxy)ethene
C11H16OSi*
dichloromethane

N  Param.: 6.22

sN Param.: 0.96
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-methoxy-indole
C9H9NO*
dichloromethane

N  Param.: 6.22

sN Param.: 1.12
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate
C18H21BF3LiO2S*
MeCN

N  Param.: 6.24

sN Param.: 1.00
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
40% water/60%EtOH (v/v)
*
water-EtOH mix

N  Param.: 6.28

sN Param.: 0.87
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
N-(1-(naphthalen-2-yl)vinyl)acetamide
C14H13NO*
MeCN

N  Param.: 6.28

sN Param.: 0.95
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
lithium 2-benzyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C21H22BF6LiO2*
MeCN

N  Param.: 6.30

sN Param.: 0.78
**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
50% ethanol/50% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 6.37

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
33% methanol/67% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 6.38

sN Param.: 0.92
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
(5-methyl-furan-2-yl) MDA boronate
*
MeCN

N  Param.: 6.38

sN Param.: 0.86
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
1-(trimethylsiloxy)cyclopentene (in MeCN)
C8H16OSi *
MeCN

N  Param.: 6.43

sN Param.: 0.89
***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
5-hydroxy-indole
C8H7NO*
MeCN

N  Param.: 6.44

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate
C13H14BF3KNO2*
MeCN

N  Param.: 6.46

sN Param.: 0.96
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
91% propan-2-ol/9% MeCN (v/v)
C3H8O*
iPrOH-MeCN mix

N  Param.: 6.49

sN Param.: 0.96
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)
C16H22N2S*
MeCN

N  Param.: 6.49

sN Param.: 0.83
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
trans-HMo(CO)2(PCy3)Cp
*
dichloromethane

N  Param.: 6.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate
C18H13BF3LiO2S*
MeCN

N  Param.: 6.50

sN Param.: 0.77
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
dimethyl((trimethylstannyl)methyl)silane
C6H18SiSn*
dichloromethane

N  Param.: 6.53

sN Param.: 0.58
**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,2-dimethylindole
C10H11N*
dichloromethane

N  Param.: 6.54

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1-(trimethylsiloxy)cyclopentene
C8H16OSi*
dichloromethane

N  Param.: 6.57

sN Param.: 0.93
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
N-(1-(p-tolyl)vinyl)acetamide
C11H13NO*
MeCN

N  Param.: 6.57

sN Param.: 0.91
**Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
trans-HMo(CO)2(PPh3)Cp
*
dichloromethane

N  Param.: 6.60

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1-(trimethylsiloxy)cycloheptene
C10H20OSi*
dichloromethane

N  Param.: 6.62

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
lithium 2-isopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H23BF3LiO2*
MeCN

N  Param.: 6.63

sN Param.: 0.75
*Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
azulene
C10H8*
MeCN

N  Param.: 6.66

sN Param.: 1.02
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
50% methanol/50% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 6.67

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
20% water/80%EtOH (v/v)
*
water-EtOH mix

N  Param.: 6.68

sN Param.: 0.85
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
(1H-inden-1-yl)trimethylstannane (in CH2Cl2)
C12H16Sn*
dichloromethane

N  Param.: 6.68

sN Param.: 0.81
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
6-(4-dimethylamino-phenyl)fulvene
C14H15N*
MeCN

N  Param.: 6.72

sN Param.: 0.87
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
67% ethanol/33% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 6.74

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
1-(trimethylsiloxy)cyclooctene
C11H22OSi*
dichloromethane

N  Param.: 6.77

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate
C17H21BClLiO2S*
MeCN

N  Param.: 6.77

sN Param.: 0.88
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
(allyl)dicarbonyl(cyclopentadienyl)iron(II)
*
dichloromethane

N  Param.: 6.78

sN Param.: 0.95
***Helv. Chim. Acta 2005, 88, 1754-1768
10.1002/hlca.200590137
isopropanol (in MeCN)
*
MeCN

N  Param.: 6.82

sN Param.: 0.70
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
potassium trifluoro(furan-3-yl)borate
C4H3BF3KO*
MeCN

N  Param.: 6.83

sN Param.: 0.93
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
methanol (in MeCN)
*
MeCN

N  Param.: 6.86

sN Param.: 0.73
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
Dimethyl bis(indenyl)zirconium(IV)
*
dichloromethane

N  Param.: 6.89

sN Param.: 1.00
*Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
2-methylindole
C9H9N*
MeCN

N  Param.: 6.91

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
80% ethanol/20% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 6.94

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)
C3H8N2*
dichloromethane

N  Param.: 6.98

sN Param.: 0.85
***Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate
C18H24BLiO2S*
MeCN

N  Param.: 6.98

sN Param.: 0.93
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
67% methanol/33% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 7.01

sN Param.: 0.91
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
10% water/90%EtOH (v/v)
*
water-EtOH mix

N  Param.: 7.03

sN Param.: 0.86
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
91% n-propanol/9% MeCN (v/v)
C3H8O*
nPrOH-MeCN mix

N  Param.: 7.05

sN Param.: 0.80
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
N-(1-(4-methoxyphenyl)vinyl)acetamide
C11H13NO2*
MeCN

N  Param.: 7.06

sN Param.: 0.85
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(cyclopent-1-en-1-yl)acetamide
C7H11NO*
MeCN

N  Param.: 7.06

sN Param.: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)
C17H21N3S*
dichloromethane

N  Param.: 7.06

sN Param.: 1.11
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
91% ethanol/9% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 7.10

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate
C14H16BF3KNO3*
MeCN

N  Param.: 7.10

sN Param.: 1.18
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)
C16H22N2O*
MeCN

N  Param.: 7.10

sN Param.: 0.82
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
ethanol (in MeCN)
*
MeCN

N  Param.: 7.13

sN Param.: 0.71
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C15H18NO4*
MeCN

N  Param.: 7.15

sN Param.: 0.81
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
lithium 2-benzyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C20H23BF3LiO2*
MeCN

N  Param.: 7.15

sN Param.: 0.77
***Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
(p-nitrophenyl)diazomethane
*
dichloromethane

N  Param.: 7.17

sN Param.: 0.83
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
80% methanol/20% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 7.20

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one
C21H24N2O*
MeCN

N  Param.: 7.20

sN Param.: 1.14
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
2-(trimethylsiloxy)furan
C7H12O2Si*
dichloromethane

N  Param.: 7.22

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
5-amino-indole
C8H8N2*
MeCN

N  Param.: 7.22

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
2,5-dimethylindole
C10H11N*
MeCN

N  Param.: 7.22

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate
C17H22BLiO2S*
MeCN

N  Param.: 7.24

sN Param.: 0.83
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
5-methoxy-2-methylindole
C10H11NO*
MeCN

N  Param.: 7.26

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
potassium trifluoro(3-methoxy-thiophen-2-yl)borate
C5H5BF3KOS*
MeCN

N  Param.: 7.32

sN Param.: 0.90
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
3-(trimethylsiloxy)-1H-indene (in MeCN)
C12H16OSi*
MeCN

N  Param.: 7.32

sN Param.: 0.82
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
(2R,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one
C16H18N2O2*
MeCN

N  Param.: 7.39

sN Param.: 1.00
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
ethanol
C2H6O*
EtOH

N  Param.: 7.44

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
91% methanol/9% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 7.45

sN Param.: 0.87
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
lithium 2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C22H24BF6LiO2*
MeCN

N  Param.: 7.46

sN Param.: 0.76
**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
(2-methylallyl)tributylstannane
C16H34Sn*
dichloromethane

N  Param.: 7.48

sN Param.: 0.89
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
bromoborane-triethylamine-complex
*
dichloromethane

N  Param.: 7.49

sN Param.: 0.75
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate
C18H24BLiO3S*
MeCN

N  Param.: 7.51

sN Param.: 0.87
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
N-phenyl-1,4-dihydronicotineamide
C12H12N2O*
dichloromethane

N  Param.: 7.53

sN Param.: 0.87
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
methanol
CH4O*
MeOH

N  Param.: 7.54

sN Param.: 0.92
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
(5-methyl-furan-2-yl) trifluoroborate
*
MeCN

N  Param.: 7.66

sN Param.: 1.04
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
(p-cyanophenyl)diazomethane
*
dichloromethane

N  Param.: 7.66

sN Param.: 0.80
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
lithium bis(5-methylthiophen-2-yl)pinacolborate
C16H22BLiO2S2*
MeCN

N  Param.: 7.67

sN Param.: 0.87
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
N-(p-tolyl)-1,4-dihydronicotineamide
C13H14N2O*
dichloromethane

N  Param.: 7.68

sN Param.: 0.95
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
lithium 2-ethyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H21BF3LiO2*
MeCN

N  Param.: 7.68

sN Param.: 0.78
***Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
benzotriazole (in MeCN)
*
MeCN

N  Param.: 7.69

sN Param.: 0.76
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
fluoride (in water)
F*
water

N  Param.: 7.70

sN Param.: 0.66
*J. Org. Chem. 2012, 77, 3325-3335
10.1021/jo300141z
lithium 2-cyclopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H21BF3LiO2*
MeCN

N  Param.: 7.72

sN Param.: 0.75
*Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C17H21N3S*
MeCN

N  Param.: 7.74

sN Param.: 0.87
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
1-methyl-benzotriazole (in MeCN)
*
MeCN

N  Param.: 7.77

sN Param.: 0.76
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
6-(julolidin-9-yl)fulvene
C18H19N*
MeCN

N  Param.: 7.79

sN Param.: 1.06
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
(E)-13-(ethylthio)-6-styryl-6,12-diazadispiro[4.1.47.25]tridec-12-ene (in MeCN)
C21H28N2S*
MeCN

N  Param.: 7.79

sN Param.: 0.87
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
trans-HMo(CO)2(PMe3)Cp
*
dichloromethane

N  Param.: 7.80

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
N-methylenepyrrolidin-1-amine (in CH2Cl2)
C5H10N2*
dichloromethane

N  Param.: 7.84

sN Param.: 0.89
***Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
1-phenyl-N-(phenylmethyl)methanimine (in CH2Cl2)
C14H13N*
dichloromethane

N  Param.: 7.90

sN Param.: 0.76
**Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one
C23H26N2O*
MeCN

N  Param.: 7.92

sN Param.: 1.07
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C19H28N2S*
MeCN

N  Param.: 7.92

sN Param.: 0.73
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
borane-trimethylamine-complex
*
dichloromethane

N  Param.: 7.97

sN Param.: 0.75
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2)
*
dichloromethane

N  Param.: 7.98

sN Param.: 0.71
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C22H26N2S *
dichloromethane

N  Param.: 7.99

sN Param.: 0.98
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
chloride (in hexafluoroisopropanol)
Cl*
HFIP

N  Param.: 8.00

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
HRu(CO)2Cp*
*
dichloromethane

N  Param.: 8.00

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2,5-dimethylpyrrole
C6H9N*
MeCN

N  Param.: 8.01

sN Param.: 0.96
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate
C19H27BLiNO2S*
MeCN

N  Param.: 8.02

sN Param.: 0.89
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
fluoride (in 10 % aq MeCN)
F*
water-MeCN mix

N  Param.: 8.05

sN Param.: 0.64
***J. Org. Chem. 2012, 77, 3325-3335
10.1021/jo300141z
N-(p-anisyl)-1,4-dihydronicotineamide
C13H14N2O2*
dichloromethane

N  Param.: 8.11

sN Param.: 0.92
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C17H24N2S*
MeCN

N  Param.: 8.12

sN Param.: 0.88
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate
C18H21BF3LiO3*
MeCN

N  Param.: 8.13

sN Param.: 0.85
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C17H24N2S *
dichloromethane

N  Param.: 8.13

sN Param.: 0.97
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran
C22H5F15O2Si*
dichloromethane

N  Param.: 8.16

sN Param.: 0.67
***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
HFe(CO)2Cp*
*
dichloromethane

N  Param.: 8.20

sN Param.: 0.69
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1-phenoxy-1-(trimethylsiloxy)ethene
C11H16O2Si*
dichloromethane

N  Param.: 8.23

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C22H26N2S*
MeCN

N  Param.: 8.30

sN Param.: 0.84
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
2-(4-nitrophenyl)-1,3-dimethyl-benzimidazoline (in MeCN)
*
MeCN

N  Param.: 8.36

sN Param.: 0.71
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(2-methylallyl)dicarbonyl(cyclopentadienyl)iron(II)
*
dichloromethane

N  Param.: 8.45

sN Param.: 0.83
***Helv. Chim. Acta 2005, 88, 1754-1768
10.1002/hlca.200590137
ethyl (E)-3-(N-morpholino)acrylate
C9H15NO3*
dichloromethane

N  Param.: 8.52

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
borane-N,N-diethylaniline-complex
*
dichloromethane

N  Param.: 8.53

sN Param.: 0.75
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1-methyl uracil anion (in water)
*
water

N  Param.: 8.54

sN Param.: 0.77
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
lithium 4,4,5,5-tetramethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C21H25BF3LiO2*
MeCN

N  Param.: 8.56

sN Param.: 0.76
***Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
tris(2-methylphenyl)phosphane
C21H21P*
dichloromethane

N  Param.: 8.56

sN Param.: 0.70
-Chem. Eur. J. 2017, 23, 7422-7427
10.1002/chem.201701080
Danishefskys diene
C8H16O2Si*
dichloromethane

N  Param.: 8.57

sN Param.: 0.84
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
N-methyl-1-phenylmethanimine (in CH2Cl2)
C8H9N*
dichloromethane

N  Param.: 8.60

sN Param.: 0.77
***Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
N-benzyl-1,4-dihydronicotineamide
C13H14N2O*
dichloromethane

N  Param.: 8.67

sN Param.: 0.82
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
1,2,5-trimethylpyrrole
C7H11N*
MeCN

N  Param.: 8.69

sN Param.: 1.07
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
lithium 2-allyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C17H20BF6LiO2*
MeCN

N  Param.: 8.71

sN Param.: 0.80
***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
2-(4-(trifluoromethyl)phenyl)-1,3-dimethyl-benzimidazoline (in MeCN)
*
MeCN

N  Param.: 8.74

sN Param.: 0.71
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one
C16H18N2O2*
MeCN

N  Param.: 8.76

sN Param.: 0.89
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
potassium trifluoro(1-methyl-1H-indol-5-yl)borate
C9H8BF3KN*
MeCN

N  Param.: 8.77

sN Param.: 1.09
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
(E)-4-(1,2-diphenylvinyl)morpholine (in MeCN)
*
MeCN

N  Param.: 8.78

sN Param.: 0.83
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
N-phenylcyclohexanimine (in CH2Cl2)
C12H15N*
dichloromethane

N  Param.: 8.80

sN Param.: 1.00
***Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
borane-N,N-diisopropylaniline-complex
*
dichloromethane

N  Param.: 8.84

sN Param.: 0.75
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(p-bromophenyl)diazomethane
*
dichloromethane

N  Param.: 8.87

sN Param.: 0.82
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
borane-triethylamine-complex
C6H18BN*
dichloromethane

N  Param.: 8.90

sN Param.: 0.75
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C19H24BLiO2*
MeCN

N  Param.: 8.92

sN Param.: 0.70
**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
(trimethylsilyl)diazomethane
C4H10N2Si*
dichloromethane

N  Param.: 8.97

sN Param.: 0.75
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
1-methoxy-2-methyl-1-(trimethylsiloxy)propene
C8H18O2Si*
dichloromethane

N  Param.: 9.00

sN Param.: 0.98
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
Hantzsch ester
C13H19NO4*
dichloromethane

N  Param.: 9.00

sN Param.: 0.90
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
trimethyl phosphite (in 91M9AN)
C3H9O3P*
MeOH-MeCN mix

N  Param.: 9.04

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
tetrakis(5-methyl-furan-2-yl)borate
*
MeCN

N  Param.: 9.09

sN Param.: 1.12
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
Ph3P=CH-CHO (in MeCN)
C20H17OP*
MeCN

N  Param.: 9.09

sN Param.: 0.74
***J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN)
*
MeCN

N  Param.: 9.11

sN Param.: 0.88
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
2,6-dimethylpyridine (in MeCN)
C7H9N*
MeCN

N  Param.: 9.11

sN Param.: 0.69
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
borane-N-ethyl-N-isopropylaniline-complex
*
dichloromethane

N  Param.: 9.12

sN Param.: 0.75
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-tritylpyrrolidine
C23H23N*
MeCN

N  Param.: 9.16

sN Param.: 1.39
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(E)-2-((1-(but-1-en-1-yl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C13H21N3S*
MeCN

N  Param.: 9.23

sN Param.: 0.74
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C12H19N3S*
MeCN

N  Param.: 9.25

sN Param.: 0.84
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
2,4,6-trimethylpyridine (in CH2Cl2)
C8H11N*
dichloromethane

N  Param.: 9.34

sN Param.: 0.71
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
phenyldiazomethane
C7H6N2*
dichloromethane

N  Param.: 9.35

sN Param.: 0.83
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
2-(3-chlorophenyl)-1,3-dimethyl-benzimidazoline (in MeCN)
*
MeCN

N  Param.: 9.38

sN Param.: 0.71
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2,4,6-trimethylpyridine (in MeCN)
C8H11N*
MeCN

N  Param.: 9.39

sN Param.: 0.60
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
ethyl (E)-3-(dimethylamino)acrylate
C7H13NO2*
dichloromethane

N  Param.: 9.43

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
2-methyl-imidazole (in water)
*
water

N  Param.: 9.45

sN Param.: 0.54
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
ammonia (in water)
H3N*
water

N  Param.: 9.48

sN Param.: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
lithium (E)-2-(3,5-bis(trifluoromethyl)phenyl)-2-(but-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C18H22BF6LiO2*
MeCN

N  Param.: 9.49

sN Param.: 0.82
***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
N-phenylpropan-2-imine (in CH2Cl2)
C9H11N*
dichloromethane

N  Param.: 9.53

sN Param.: 0.85
***Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
Ph3P=CH-COPh
*
dichloromethane

N  Param.: 9.54

sN Param.: 0.97
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
dipp Imd boronate
*
dichloromethane

N  Param.: 9.55

sN Param.: 0.81
***Org. Lett. 2012, 14, 82-85
10.1021/ol202836p
potassium trifluoro(1-methyl-1H-indol-2-yl)borate
C9H8BF3KN*
MeCN

N  Param.: 9.55

sN Param.: 1.16
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
imidazole (in water)
*
water

N  Param.: 9.63

sN Param.: 0.57
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C18H26N2S*
MeCN

N  Param.: 9.64

sN Param.: 0.70
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
2-phenyl-1,3-dimethyl-benzimidazoline
*
MeCN

N  Param.: 9.72

sN Param.: 0.72
***Chem. Asian J. 2009, 4, 1824-1829
10.1002/asia.200900322
fluoride (in 60% aq MeCN)
F*
water-MeCN mix

N  Param.: 9.75

sN Param.: 0.63
***J. Org. Chem. 2012, 77, 3325-3335
10.1021/jo300141z
N-benzyl-1,4-dihydronicotineamide (in 50W50AN)
*
water-MeCN mix

N  Param.: 9.79

sN Param.: 0.70
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
N-benzyl-1,4-dihydronicotineamide (in MeCN)
*
MeCN

N  Param.: 9.80

sN Param.: 0.70
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,1-diethoxyethene
C6H12O2*
dichloromethane

N  Param.: 9.81

sN Param.: 0.81
***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
2-methyl-4,5-dihydro-1,3-oxazole (in CH2Cl2)
C4H7NO*
dichloromethane

N  Param.: 9.81

sN Param.: 0.77
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
2,6-dimethylpyridine (in CH2Cl2)
C7H9N*
dichloromethane

N  Param.: 9.87

sN Param.: 0.68
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
(S)-2-(azidodiphenylmethyl)pyrrolidine
C17H18N4*
MeCN

N  Param.: 9.90

sN Param.: 1.22
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
1-methyl-imidazole (in water)
*
water

N  Param.: 9.91

sN Param.: 0.55
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
(E)-1-(1,2-diphenylvinyl)piperidine (in MeCN)
*
MeCN

N  Param.: 9.94

sN Param.: 0.86
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
tributylstannane
C12H28Sn*
dichloromethane

N  Param.: 9.96

sN Param.: 0.55
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
alpha-(N-morpholino)styrene
C12H15NO*
dichloromethane

N  Param.: 9.96

sN Param.: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
cyanoborate ion (in water)
*
water

N  Param.: 9.99

sN Param.: 0.54
***Org. Biomol. Chem. 2023, 21, 85-88
10.1039/D2OB02041F
2-(p-anisyl)-1,3-dimethyl-benzimidazoline
*
MeCN

N  Param.: 10.01

sN Param.: 0.72
***Chem. Asian J. 2009, 4, 1824-1829
10.1002/asia.200900322
borane-pyridine-complex
*
dichloromethane

N  Param.: 10.01

sN Param.: 0.75
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-methyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.02

sN Param.: 0.85
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-(2-methyl-4,5-dihydro-1H-imidazol-1-yl)ethanone (in CH2Cl2)
C6H10N2O*
dichloromethane

N  Param.: 10.03

sN Param.: 0.75
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
morpholinoisobutylene
C8H15NO*
dichloromethane

N  Param.: 10.04

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
[H-B(C6F5)3]- [NEt4]+
*
MeCN

N  Param.: 10.04

sN Param.: 0.73
***Angew. Chem. Int. Ed. 2015, 54, 14508-14512
10.1002/anie.201507298
theophylline anion (in water)
*
water

N  Param.: 10.06

sN Param.: 0.71
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
chloride (in H2O)
Cl*
water

N  Param.: 10.10

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
2,2,2-trifluoroethylamine (in MeCN)
*
MeCN

N  Param.: 10.13

sN Param.: 0.75
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate
C18H18BF6LiO2S*
MeCN

N  Param.: 10.13

sN Param.: 0.91
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
2-(p-tolyl)-1,3-dimethyl-benzimidazoline
*
MeCN

N  Param.: 10.14

sN Param.: 0.70
***Chem. Asian J. 2009, 4, 1824-1829
10.1002/asia.200900322
OH- (in 50/50 water/MeCN)
HO*
water-MeCN mix

N  Param.: 10.19

sN Param.: 0.62
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
N-benzyl-1,4-dihydronicotineamide (in 67W33AN)
*
water-MeCN mix

N  Param.: 10.19

sN Param.: 0.70
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(E)-1-styryl-2-tritylpyrrolidine (in CH2Cl2)
C31H29N*
dichloromethane

N  Param.: 10.19

sN Param.: 1.06
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
2,2,2-trifluoroethylamine (in 91M9AN)
C2H4F3N*
MeOH-MeCN mix

N  Param.: 10.20

sN Param.: 0.92
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
2-methyl-4,5-dihydrothiazole (in CH2Cl2)
C4H7NS*
dichloromethane

N  Param.: 10.20

sN Param.: 0.71
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
1-butoxy-1-(trimethylsiloxy)ethene
C9H20O2Si*
dichloromethane

N  Param.: 10.21

sN Param.: 0.82
****Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
2,5-dimethyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.21

sN Param.: 0.85
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
Ph3P=CH-C(O)Me (in MeCN)
C21H19OP*
MeCN

N  Param.: 10.27

sN Param.: 0.83
***J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
chloride (in CF3CH2OH)
Cl*
TFE

N  Param.: 10.30

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
alpha-(N-morpholino)styrene (in MeCN)
C12H15NO*
MeCN

N  Param.: 10.30

sN Param.: 0.80
*Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene
C12H26O2Si*
dichloromethane

N  Param.: 10.32

sN Param.: 0.79
****Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
borane-2,6-lutidine-complex
*
dichloromethane

N  Param.: 10.33

sN Param.: 0.75
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
formohydrazide (in MeCN)
*
MeCN

N  Param.: 10.35

sN Param.: 0.76
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
tributyl phosphite
C12H27O3P*
dichloromethane

N  Param.: 10.36

sN Param.: 0.70
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
1-methyl-benzimidazole (in MeCN)
*
MeCN

N  Param.: 10.37

sN Param.: 0.82
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
NADH (in water)
*
water

N  Param.: 10.37

sN Param.: 0.54
***Org. Biomol. Chem. 2023, 21, 85-88
10.1039/D2OB02041F
1,1-bis(trimethylsiloxy)propene
C9H22O2Si2*
dichloromethane

N  Param.: 10.38

sN Param.: 0.87
****Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
nicotine (in CH2Cl2)
C10H14N2*
dichloromethane

N  Param.: 10.40

sN Param.: 1.04
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
imidazole (in 91M9AN)
C3H4N2*
MeOH-MeCN mix

N  Param.: 10.41

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
(E)-1-(2-(4-nitrophenyl)-1-phenylvinyl)pyrrolidine (in MeCN)
*
MeCN

N  Param.: 10.42

sN Param.: 0.82
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
MeO-Breslow 1b
*
THF

N  Param.: 10.45

sN Param.: 0.81
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
quinine
*
dichloromethane

N  Param.: 10.46

sN Param.: 0.75
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
borane-4-tBu-pyridine-complex
*
dichloromethane

N  Param.: 10.46

sN Param.: 0.75
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
OH- (in water)
HO*
water

N  Param.: 10.47

sN Param.: 0.61
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
diazomethane
CH2N2*
dichloromethane

N  Param.: 10.48

sN Param.: 0.78
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
tert-butylamine (in water)
C4H11N*
water

N  Param.: 10.48

sN Param.: 0.65
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
4-chloropyridine (in H2O)
C5H4ClN*
water

N  Param.: 10.50

sN Param.: 0.73
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.50

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN)
*
MeCN

N  Param.: 10.52

sN Param.: 0.78
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
2-methylpyridine (in CH2Cl2)
C6H7N*
dichloromethane

N  Param.: 10.52

sN Param.: 0.78
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
quinidine
*
dichloromethane

N  Param.: 10.54

sN Param.: 0.74
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
(S,E)-2-(diphenyl(trimethylsiloxy)methyl)-1-styrylpyrrolidine
C28H33NOSi*
MeCN

N  Param.: 10.56

sN Param.: 1.01
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran
C8H16O2Si*
dichloromethane

N  Param.: 10.61

sN Param.: 0.86
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(E)-4-(2-phenyl-2-(pyrrolidin-1-yl)vinyl)benzonitrile (in MeCN)
*
MeCN

N  Param.: 10.63

sN Param.: 0.84
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
2,4-dimethylpyrrole
C6H9N*
MeCN

N  Param.: 10.67

sN Param.: 0.91
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
N-benzyl-1,4-dihydronicotineamide (in 80W20AN)
*
water-MeCN mix

N  Param.: 10.67

sN Param.: 0.70
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
NADPH (in water)
*
water

N  Param.: 10.68

sN Param.: 0.54
***Org. Biomol. Chem. 2023, 21, 85-88
10.1039/D2OB02041F
anion of 2-nitropropane (in water)
C3H6NO2-*
water

N  Param.: 10.69

sN Param.: 0.56
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
5-methyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.69

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-(phenylmethylamino)cyclohexene
C13H17N*
dichloromethane

N  Param.: 10.73

sN Param.: 0.81
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
uracil anion (in water)
*
water

N  Param.: 10.75

sN Param.: 0.53
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
(E)-beta-(N-morpholino)styrene
C12H15NO*
dichloromethane

N  Param.: 10.76

sN Param.: 0.87
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
9-methyl guanine anion (in water)
*
water

N  Param.: 10.77

sN Param.: 0.65
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
saccharin anion (in MeCN)
*
MeCN

N  Param.: 10.78

sN Param.: 0.89
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
glycinenitrile (in water)
*
water

N  Param.: 10.80

sN Param.: 0.61
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
(S)-3,3-difluoro-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (in CH2Cl2)
C16H12F2N2S*
dichloromethane

N  Param.: 10.83

sN Param.: 0.80
***ARKIVOC 2024, (4), 202312093
10.24820/ark.5550190[...]
6-methoxy-quinoline (in MeCN)
*
MeCN

N  Param.: 10.86

sN Param.: 0.66
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
fluoride (in 98% aq MeCN)
F*
water-MeCN mix

N  Param.: 10.88

sN Param.: 0.83
***J. Org. Chem. 2012, 77, 3325-3335
10.1021/jo300141z
3-methylpyridine (in CH2Cl2)
C6H7N*
dichloromethane

N  Param.: 10.90

sN Param.: 0.93
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
adenine anion (in water)
*
water

N  Param.: 10.93

sN Param.: 0.62
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C20H26BLiO2*
MeCN

N  Param.: 10.97

sN Param.: 0.63
**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
2-methylpyridine (in MeCN)
C6H7N*
MeCN

N  Param.: 10.98

sN Param.: 0.66
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
5-methoxy-benzimidazole (in DMSO)
*
DMSO

N  Param.: 11.00

sN Param.: 0.71
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
purine anion (in water)
*
water

N  Param.: 11.00

sN Param.: 0.54
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2*
MeCN

N  Param.: 11.00

sN Param.: 0.57
***J. Am. Chem. Soc. 2022, 144, 16118-16130
10.1021/jacs.2c06493
borane-4-methoxypyridine-complex
*
dichloromethane

N  Param.: 11.01

sN Param.: 0.75
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
semicarbazide (in water)
CH5N3O*
water

N  Param.: 11.05

sN Param.: 0.52
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
pyridine (in H2O)
C5H5N*
water

N  Param.: 11.05

sN Param.: 0.73
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
2-formyl-imidazole anion (in water)
*
water

N  Param.: 11.07

sN Param.: 0.50
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
5,6-dimethyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 11.08

sN Param.: 0.71
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-methylpyridine (in H2O)
C6H7N*
water

N  Param.: 11.10

sN Param.: 0.75
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-amino-3,5-dibromo-pyridine (in MeCN)
*
MeCN

N  Param.: 11.11

sN Param.: 0.75
***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
N-(phenylmethyl)propan-2-imine (in CH2Cl2)
C10H13N*
dichloromethane

N  Param.: 11.13

sN Param.: 0.73
***Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
thymine anion (in water)
*
water

N  Param.: 11.17

sN Param.: 0.51
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
lithium 2-allyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2*
MeCN

N  Param.: 11.20

sN Param.: 0.64
*J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)glycolborate
C15H12BF6LiO2S*
MeCN

N  Param.: 11.23

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
anion of nitroethane (in water)
C2H4NO2-*
water

N  Param.: 11.25

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
5-(triphenylsiloxy)-2,3-dihydrofuran
C22H20O2Si*
dichloromethane

N  Param.: 11.28

sN Param.: 0.91
***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
lithium 5,5-dimethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborinan-2-uide (in MeCN)
C20H23BF3LiO2*
MeCN

N  Param.: 11.29

sN Param.: 0.76
***Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
chloride (in 40% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 11.30

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
DMSO (O attack)
*
DMSO

N  Param.: 11.30

sN Param.: 0.74
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
benzoate (in 90AN10W)
*
aq MeCN

N  Param.: 11.30

sN Param.: 0.72
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
chloride (in 20% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 11.31

sN Param.: 0.58
***J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
1-phenyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.31

sN Param.: 0.67
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
fluoride (in MeOH)
F*
MeOH

N  Param.: 11.31

sN Param.: 0.63
***J. Org. Chem. 2012, 77, 3325-3335
10.1021/jo300141z
2-(trifluoromethyl)pyrrolidine
C5H8F3N*
MeCN

N  Param.: 11.34

sN Param.: 0.73
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
N-benzyl-1,4-dihydronicotineamide (in 90W10AN)
C13H14N2O*
water-MeCN mix

N  Param.: 11.35

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
4-nitro-imidazole anion (in water)
*
water

N  Param.: 11.37

sN Param.: 0.53
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
ammonia (in MeCN)
*
MeCN

N  Param.: 11.39

sN Param.: 0.69
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
1-(N-morpholino)cyclohexene
C10H17NO*
dichloromethane

N  Param.: 11.40

sN Param.: 0.83
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
fluoride (in 80% aq MeCN)
F*
water-MeCN mix

N  Param.: 11.40

sN Param.: 0.59
***J. Org. Chem. 2012, 77, 3325-3335
10.1021/jo300141z
tert-butyl hydrazinecarboxylate (in MeCN)
*
MeCN

N  Param.: 11.40

sN Param.: 0.70
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
hydroxylamine (in water)
H3NO*
water

N  Param.: 11.41

sN Param.: 0.55
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
Desoxy Breslow intermediate 2b'
*
THF

N  Param.: 11.42

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
1-(trimethylsilyl)-imidazole (in MeCN)
*
MeCN

N  Param.: 11.43

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-methoxypyridine (in H2O)
C6H7NO*
water

N  Param.: 11.44

sN Param.: 0.68
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
imidazole (in MeCN)
*
MeCN

N  Param.: 11.47

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran
C8H16O2Si*
dichloromethane

N  Param.: 11.50

sN Param.: 0.91
***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
3-methylpyridine (in MeCN)
C6H7N*
MeCN

N  Param.: 11.50

sN Param.: 0.80
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
2,4-dimethyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.51

sN Param.: 0.84
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
NaBH3(CN) (in DMSO)
CH3BN-*
DMSO

N  Param.: 11.52

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
benzotriazole anion (in water)
*
water

N  Param.: 11.52

sN Param.: 0.67
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
anion of 5-phenyl Meldrum's acid (in DMSO)
C12H11O4*
DMSO

N  Param.: 11.54

sN Param.: 0.95
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
imidazole (in DMSO)
*
DMSO

N  Param.: 11.58

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-methyl-quinoline alias lepidine (in MeCN)
*
MeCN

N  Param.: 11.60

sN Param.: 0.62
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
nicotine (in MeCN)
C10H14N2*
MeCN

N  Param.: 11.60

sN Param.: 0.81
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
alpha-(N-piperidino)styrene (in MeCN)
C13H17N*
MeCN

N  Param.: 11.60

sN Param.: 0.80
*Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
3-ethyl-2,4-dimethylpyrrole
C8H13N*
MeCN

N  Param.: 11.63

sN Param.: 0.95
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
guanine anion (in water)
*
water

N  Param.: 11.63

sN Param.: 0.59
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
(E)-1-(1,2-diphenylvinyl)pyrrolidine (in MeCN)
*
MeCN

N  Param.: 11.66

sN Param.: 0.82
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-4-styrylmorpholine
*
MeCN

N  Param.: 11.66

sN Param.: 0.83
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
bromide (in H2O)
Br*
water

N  Param.: 11.70

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in CF3CH2OH)
Br*
TFE

N  Param.: 11.70

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
4-chloropyridine (in CH2Cl2)
C5H4ClN*
dichloromethane

N  Param.: 11.70

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
1,1-dimethylhydrazine (in MeCN)
*
MeCN

N  Param.: 11.72

sN Param.: 0.73
***Angew. Chem. Int. Ed. 2012, 51, 1353-1356
10.1002/anie.201107315
2-methyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.74

sN Param.: 0.76
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
anion of dimedone (in water)
C8H11O2-*
water

N  Param.: 11.77

sN Param.: 0.63
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
(E)-1-styryl-2-(triphenylsilyl)pyrrolidine (in CH2Cl2)
C30H29NSi*
dichloromethane

N  Param.: 11.77

sN Param.: 0.98
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
4-methyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.79

sN Param.: 0.77
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
chloride (in 50% aq EtOH)
Cl*
water-EtOH mix

N  Param.: 11.80

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)neopentylglycolborate
C17H19BF3LiO2S*
MeCN

N  Param.: 11.85

sN Param.: 0.72
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
dibutylsulfide (in CH2Cl2)
C8H18S*
dichloromethane

N  Param.: 11.86

sN Param.: 0.74
**Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
Me2 Imd boronate
*
dichloromethane

N  Param.: 11.88

sN Param.: 0.71
***Org. Lett. 2012, 14, 82-85
10.1021/ol202836p
1-methyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.90

sN Param.: 0.73
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
tetrahydrothiopyran (in CH2Cl2)
C5H10S*
dichloromethane

N  Param.: 11.94

sN Param.: 0.75
**Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
(4-Br-C6H4)-(CO)-CH=SMe2
*
dichloromethane

N  Param.: 11.95

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
(E)-1-(2-(4-methoxyphenyl)-1-phenylvinyl)pyrrolidine (in MeCN)
*
MeCN

N  Param.: 11.99

sN Param.: 0.84
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
chloride (in 50% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 12.00

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 60% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 12.00

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
isopropylamine (in water)
C3H9N*
water

N  Param.: 12.00

sN Param.: 0.56
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C13H12NO6*
DMSO

N  Param.: 12.02

sN Param.: 1.17
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
1-methyl-4-(N-morpholino)tetrahydropyridine
C10H18N2O*
dichloromethane

N  Param.: 12.03

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(S)-2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine
C20H27NOSi*
MeCN

N  Param.: 12.03

sN Param.: 0.98
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
anion of phenylnitromethane (in H2O)
C7H6NO2-*
water

N  Param.: 12.05

sN Param.: 0.53
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
(E)-1-(N-morpholino)propene
C7H13NO*
dichloromethane

N  Param.: 12.06

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of Meldrum's acid (in water)
C6H7O4-*
water

N  Param.: 12.06

sN Param.: 0.66
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of nitromethane (in water)
CH2NO2-*
water

N  Param.: 12.06

sN Param.: 0.53
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
methyl glycinate (in water)
C3H7NO2*
water

N  Param.: 12.08

sN Param.: 0.60
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
guanosine anion (in water)
*
water

N  Param.: 12.09

sN Param.: 0.52
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
tetrahydroborate ion (in water)
*
water

N  Param.: 12.10

sN Param.: 0.79
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
thiocyanate (in MeCN)
CNS*
MeCN

N  Param.: 12.13

sN Param.: 0.60
*J. Am. Chem. Soc. 2003, 125, 14126-14132
10.1021/ja037317u
2,2,2-trifluoroethylamine (in DMSO)
C2H4F3N*
DMSO

N  Param.: 12.15

sN Param.: 0.65
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
4-aminopyridine (in H2O)
C5H6N2*
water

N  Param.: 12.19

sN Param.: 0.66
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
bromide (in 20% aq MeCN)
Br*
water-MeCN mix

N  Param.: 12.20

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
anion of 2-nitropropane (in 91M9AN)
C3H6NO2-*
MeOH-MeCN mix

N  Param.: 12.20

sN Param.: 0.71
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
Ph3P=CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 12.21

sN Param.: 0.62
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
hydroxylamine (in 91M9AN)
H3NO*
MeOH-MeCN mix

N  Param.: 12.23

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
(Z)-1-(N-morpholino)propene
C7H13NO*
dichloromethane

N  Param.: 12.26

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
glycylglycylglycine (anionic, in water)
C6H10N3O4*
water

N  Param.: 12.26

sN Param.: 0.63
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
(E)-1-styrylpyrrolidine (in CH2Cl2)
C12H15N*
dichloromethane

N  Param.: 12.26

sN Param.: 0.93
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
fluoride (in 90% aq MeCN)
F*
water-MeCN mix

N  Param.: 12.27

sN Param.: 0.59
***J. Org. Chem. 2012, 77, 3325-3335
10.1021/jo300141z
propargylamine (in water)
C3H5N*
water

N  Param.: 12.29

sN Param.: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
glycineamide (in water)
C2H6N2O*
water

N  Param.: 12.29

sN Param.: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
Ph3P=CH-CN
*
dichloromethane

N  Param.: 12.29

sN Param.: 0.75
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2)
C9H10N2*
dichloromethane

N  Param.: 12.31

sN Param.: 0.77
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
dimethylsulfide (in CH2Cl2)
C2H6S*
dichloromethane

N  Param.: 12.32

sN Param.: 0.72
**Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
5-(trimethylsiloxy)-2,3-dihydrofuran (in MeCN)
*
MeCN

N  Param.: 12.34

sN Param.: 0.72
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
tert-butylamine (in MeCN)
*
MeCN

N  Param.: 12.35

sN Param.: 0.72
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
anion of 5-(p-anisyl) Meldrum's acid (in DMSO)
C13H13O5*
DMSO

N  Param.: 12.35

sN Param.: 0.90
**Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
4-pyrrolidinopyridine (in H2O)
C9H12N2*
water

N  Param.: 12.39

sN Param.: 0.66
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
ditert-butyl-phenylphosphane
C14H23P*
dichloromethane

N  Param.: 12.40

sN Param.: 0.55
-Chem. Eur. J. 2017, 23, 7422-7427
10.1002/chem.201701080
trimethylhydrazine (in MeCN)
*
MeCN

N  Param.: 12.43

sN Param.: 0.75
***Angew. Chem. Int. Ed. 2012, 51, 1353-1356
10.1002/anie.201107315
borane-DMAP-complex
*
dichloromethane

N  Param.: 12.44

sN Param.: 0.76
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,3-dimethylimidazolidin-2-imine
C5H11N3*
dichloromethane

N  Param.: 12.46

sN Param.: 0.87
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
2-pyridone anion (in water)
*
water

N  Param.: 12.47

sN Param.: 0.52
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
benzohydrazide (in MeCN)
*
MeCN

N  Param.: 12.49

sN Param.: 0.66
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
acetate (in 80A20W)
*
aq acetone

N  Param.: 12.50

sN Param.: 0.60
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
1-(1-cyclohexenyl)-4-methylpiperazine
C11H20N2*
dichloromethane

N  Param.: 12.51

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of phenylnitromethane (in 91M9AN)
C7H6NO2-*
MeOH-MeCN mix

N  Param.: 12.51

sN Param.: 0.67
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
(5-methyl-furan-2-yl)(1,1,1-tris(methoxy)ethane)borate
*
MeCN

N  Param.: 12.55

sN Param.: 0.92
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
5-(trimethylsiloxy)-2,3-dihydrofuran
C7H14O2Si*
dichloromethane

N  Param.: 12.56

sN Param.: 0.70
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tris(4-chlorophenyl)phosphane
C18H12Cl3P*
dichloromethane

N  Param.: 12.58

sN Param.: 0.65
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
dimethylselenide (in CH2Cl2)
C2H6Se*
dichloromethane

N  Param.: 12.60

sN Param.: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
ethanolamine (in water)
C2H7NO*
water

N  Param.: 12.61

sN Param.: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
aniline (in MeCN)
C6H7N*
MeCN

N  Param.: 12.64

sN Param.: 0.68
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
2,2,2-trifluoroethanolate (in water)
C2H2F3O*
water

N  Param.: 12.66

sN Param.: 0.59
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
threonine (anionic, in water)
C4H8NO3*
water

N  Param.: 12.69

sN Param.: 0.60
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
dimethylsulfide (in MeCN)
C2H6S*
MeCN

N  Param.: 12.70

sN Param.: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
acetate (in 90A10W)
*
aq acetone

N  Param.: 12.71

sN Param.: 0.68
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
Desoxy Breslow intermediate 2c'
*
THF

N  Param.: 12.75

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
bromite (in water)
BrO2*
water

N  Param.: 12.75

sN Param.: 0.59
***Org. Lett. 2018, 20, 2816-2820
10.1021/acs.orglett.[...]
Ph3P=CH-CO2Et
*
dichloromethane

N  Param.: 12.79

sN Param.: 0.77
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
bromide (in 40% aq MeCN)
Br*
water-MeCN mix

N  Param.: 12.80

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
hydroxylamine (in MeCN)
*
MeCN

N  Param.: 12.80

sN Param.: 0.63
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
ethylamine (in water)
C2H7N*
water

N  Param.: 12.87

sN Param.: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
1-(phenylmethylamino)cyclopentene
C12H15N*
dichloromethane

N  Param.: 12.90

sN Param.: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
chloride (in MeOH)
Cl*
MeOH

N  Param.: 12.90

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
pyridine (in CH2Cl2)
C5H5N*
dichloromethane

N  Param.: 12.90

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
glycylglycine (anionic, in water)
C4H7N2O3*
water

N  Param.: 12.91

sN Param.: 0.59
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
4-chloroaniline (in MeCN)
C6H6ClN*
MeCN

N  Param.: 12.92

sN Param.: 0.60
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
2-methyl-4,5-dihydro-1H-imidazole (in CH2Cl2)
C4H8N2*
dichloromethane

N  Param.: 12.92

sN Param.: 0.77
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
(R)-2-(tert-butyl)-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine
*
dichloromethane

N  Param.: 12.95

sN Param.: 0.58
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
arginine (betaine, in water)
C6H14N4O2*
water

N  Param.: 12.96

sN Param.: 0.57
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
3-bromo-4-(dimethylamino)pyridine (in MeCN)
*
MeCN

N  Param.: 12.96

sN Param.: 0.67
***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
*
dichloromethane

N  Param.: 12.98

sN Param.: 0.81
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
aniline (in water)
C6H7N*
water

N  Param.: 12.99

sN Param.: 0.73
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
chloride (in 80% aq EtOH)
Cl*
water-EtOH mix

N  Param.: 13.00

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
p-toluidine (in water)
C7H9N*
water

N  Param.: 13.00

sN Param.: 0.79
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
diethanolamine (in water)
C4H11NO2*
water

N  Param.: 13.00

sN Param.: 0.61
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
3,5,6,7-tetrahydro-2H-imidazo[2,1-b][1,3]thiazine
*
dichloromethane

N  Param.: 13.00

sN Param.: 0.83
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
alanine (anionic, in water)
C3H6NO2*
water

N  Param.: 13.01

sN Param.: 0.58
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
asparagine (anionic, in water)
C4H7N2O3*
water

N  Param.: 13.03

sN Param.: 0.53
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
anion of p-tolylnitromethane (in water)
C8H8NO2-*
water

N  Param.: 13.09

sN Param.: 0.50
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
Ph3P=C(CH3)-CO2Et
*
dichloromethane

N  Param.: 13.09

sN Param.: 0.73
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
tetrahydrothiophene (in CH2Cl2)
C4H8S*
dichloromethane

N  Param.: 13.10

sN Param.: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
1-benzyl-2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2)
C16H16N2*
dichloromethane

N  Param.: 13.11

sN Param.: 0.83
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
2-methyl-4,5-dihydro-3H-pyrrole (in CH2Cl2)
C5H9N*
dichloromethane

N  Param.: 13.12

sN Param.: 0.69
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
serine (anionic, in water)
C3H6NO3*
water

N  Param.: 13.16

sN Param.: 0.55
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
methionine (anionic, in water)
C5H10NO2S*
water

N  Param.: 13.16

sN Param.: 0.58
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
4-(dimethylamino)pyridine (in H2O)
C7H10N2*
water

N  Param.: 13.19

sN Param.: 0.56
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
p-toluidine (in MeCN)
C7H9N*
MeCN

N  Param.: 13.19

sN Param.: 0.69
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
4-(dimethylamino)pyridine (in 91M9AN)
C7H10N2*
MeOH-MeCN mix

N  Param.: 13.20

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
fluoride (in 80% aq EtOH)
F*
water-EtOH mix

N  Param.: 13.20

sN Param.: 0.53
*J. Org. Chem. 2012, 77, 3325-3335
10.1021/jo300141z
allylamine (in water)
C3H7N*
water

N  Param.: 13.21

sN Param.: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
anion of (4-cyanophenyl)nitromethane (in water)
C8H5N2O2-*
water

N  Param.: 13.23

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
ethanolamine (in 91M9AN)
C2H7NO*
MeOH-MeCN mix

N  Param.: 13.23

sN Param.: 0.65
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
di(methoxyethyl)amine (in MeCN)
*
MeCN

N  Param.: 13.24

sN Param.: 0.93
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
4-acetamido-pyridine (in MeCN)
*
MeCN

N  Param.: 13.24

sN Param.: 0.67
***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
beta-alanine (anionic, in water)
C3H6NO2*
water

N  Param.: 13.26

sN Param.: 0.58
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
ethylenediamine (in water)
C2H8N2*
water

N  Param.: 13.28

sN Param.: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
chloride (in 80% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 13.30

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
tetrahydrothiophene (in MeCN)
C4H8S*
MeCN

N  Param.: 13.30

sN Param.: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
n-propylamine (in water)
C3H9N*
water

N  Param.: 13.33

sN Param.: 0.56
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
1-(N-piperidino)cyclohexene
C11H19N*
dichloromethane

N  Param.: 13.36

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
triisopropylphosphane
C9H21P*
dichloromethane

N  Param.: 13.37

sN Param.: 0.70
*Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
2-phenylethylamine (in water)
C8H11N*
water

N  Param.: 13.40

sN Param.: 0.57
***ChemPlusChem 2015, 80, 1673-1679
10.1002/cplu.201500246
1-(N-morpholino)cyclopentene
C9H15NO*
dichloromethane

N  Param.: 13.41

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of nitroethane (in 91M9AN)
C2H4NO2-*
MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.67
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
n-propylamine (in 91M9AN)
C3H9N*
MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
4-methoxyaniline (in MeCN)
C7H9NO*
MeCN

N  Param.: 13.42

sN Param.: 0.73
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole
*
dichloromethane

N  Param.: 13.42

sN Param.: 0.73
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
benzylamine (in water)
C7H9N*
water

N  Param.: 13.44

sN Param.: 0.55
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
glutamine (anionic, in water)
C5H9N2O3*
water

N  Param.: 13.45

sN Param.: 0.54
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
(S)-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine
*
dichloromethane

N  Param.: 13.45

sN Param.: 0.72
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
benzylamine (in 91M9AN)
C7H9N*
MeOH-MeCN mix

N  Param.: 13.46

sN Param.: 0.62
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
hydrazine (in water)
*
water

N  Param.: 13.46

sN Param.: 0.57
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
1,3-di-tert-butyl-1,3,2-diazaphosphinane (in MeCN)
C11H25N2P*
MeCN

N  Param.: 13.46

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
hydrazine (in 91M9AN)
H4N2*
MeOH-MeCN mix

N  Param.: 13.47

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
N-methyl-glycinenitrile (in water)
C3H6N2*
water

N  Param.: 13.50

sN Param.: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
glycine (anionic, in water)
C2H4NO2*
water

N  Param.: 13.51

sN Param.: 0.58
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
gamma-aminobutyric acid (anionic, in water)
C4H8NO2*
water

N  Param.: 13.55

sN Param.: 0.56
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
(S)-3-butyl-1-(pyrrolidin-2-ylmethyl)-1H-imidazol-3-ium trifluoromethanesulfonate
C13H22F3N3O3S*
MeCN

N  Param.: 13.57

sN Param.: 0.53
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
anion of (4-nitrophenyl)nitromethane (in water)
C7H5N2O4-*
water

N  Param.: 13.58

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in 91M9AN)
C8H8NO2-*
MeOH-MeCN mix

N  Param.: 13.58

sN Param.: 0.64
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
1,1,3,3-tetramethylguanidine
C5H13N3*
dichloromethane

N  Param.: 13.58

sN Param.: 0.77
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
triphenylphosphine (in THF)
*
THF

N  Param.: 13.59

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
bromide (in 50% aq EtOH)
Br*
water-EtOH mix

N  Param.: 13.60

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
cyanate (in MeCN)
CNO-*
MeCN

N  Param.: 13.60

sN Param.: 0.84
***Chem. Eur. J. 2008, 14, 3866-3868
10.1002/chem.200800314
pyridine (in MeCN)
C5H5N*
MeCN

N  Param.: 13.60

sN Param.: 0.60
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
anion of diethyl 2-(benzoyl)malonate (in DMSO)
C14H15O5*
DMSO

N  Param.: 13.63

sN Param.: 0.80
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
valine (anionic, in water)
C5H10NO2*
water

N  Param.: 13.65

sN Param.: 0.57
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
4-methylpyridine (in CH2Cl2)
C6H7N*
dichloromethane

N  Param.: 13.70

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-methoxypyridine (in CH2Cl2)
C6H7NO*
dichloromethane

N  Param.: 13.70

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
diethanolamine (in 91M9AN)
C4H11NO2*
MeOH-MeCN mix

N  Param.: 13.71

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
anion of acetylacetone (in water)
C5H7O2-*
water

N  Param.: 13.73

sN Param.: 0.64
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
phenylsulfinate (in 50W50AN)
*
water-MeCN mix

N  Param.: 13.75

sN Param.: 0.68
***J. Am. Chem. Soc. 2010, 132, 4796-4805
10.1021/ja9102056
isopropylamine (in MeCN)
*
MeCN

N  Param.: 13.77

sN Param.: 0.70
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
(4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 13.78

sN Param.: 0.72
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H12NO4*
DMSO

N  Param.: 13.79

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
bromide (in 50% aq MeCN)
Br*
water-MeCN mix

N  Param.: 13.80

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
aspartate (dianionic, in water)
C4H5NO4*
water

N  Param.: 13.81

sN Param.: 0.53
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
histidine (anionic, in water)
C6H8N3O2*
water

N  Param.: 13.83

sN Param.: 0.54
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
anion of diethyl 2-(acetyl)malonate (in DMSO)
C9H13O5*
DMSO

N  Param.: 13.83

sN Param.: 0.84
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
(E)-beta-(N-piperidino)styrene (in MeCN)
*
MeCN

N  Param.: 13.84

sN Param.: 0.73
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
methylamine (in water)
CH5N*
water

N  Param.: 13.85

sN Param.: 0.53
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
DHPB (3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine)
*
dichloromethane

N  Param.: 13.86

sN Param.: 0.78
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
(E)-1-styrylpyrrolidine (in MeCN)
C12H15N*
MeCN

N  Param.: 13.87

sN Param.: 0.76
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
anion of Meldrums acid (in DMSO)
C6H7O4*
DMSO

N  Param.: 13.91

sN Param.: 0.86
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
Desoxy Breslow intermediate 2b
*
THF

N  Param.: 13.91

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
anion of 2-nitro-1-phenylethan-1-one (in DMSO)
C8H6NO3*
DMSO

N  Param.: 13.91

sN Param.: 0.76
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of (4-cyanophenyl)nitromethane (in 91M9AN)
C8H5N2O2-*
MeOH-MeCN mix

N  Param.: 13.92

sN Param.: 0.74
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
cumene peroxy anion (in H2O)
C9H11O2*
water

N  Param.: 13.92

sN Param.: 0.61
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
beta-piperidinium-peroxypropionate
*
water

N  Param.: 13.94

sN Param.: 0.62
***Eur. J. Org. Chem. 2018, , 6010-6017
10.1002/ejoc.201801158
(C6H5)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 13.95

sN Param.: 0.69
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
glutamate (dianionic, in water)
C5H7NO4*
water

N  Param.: 13.96

sN Param.: 0.54
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
2,2-dimethylpyrrolidine
C6H13N*
MeCN

N  Param.: 13.96

sN Param.: 0.76
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
[H-B(2,6-F2C6H3)3]- [NEt4]+
*
MeCN

N  Param.: 13.97

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2015, 54, 14508-14512
10.1002/anie.201507298
N-(1,3-dimethylimidazolidin-2-ylidene)-1-phenylmethanamine
C12H17N3*
dichloromethane

N  Param.: 14.00

sN Param.: 0.70
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
2-(triphenylsilyl)pyrrolidine
C22H23NSi*
MeCN

N  Param.: 14.00

sN Param.: 0.84
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
leucine (anionic, in water)
C6H12NO2*
water

N  Param.: 14.01

sN Param.: 0.52
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
anion of nitromethane (in 91M9AN)
CH2NO2-*
MeOH-MeCN mix

N  Param.: 14.02

sN Param.: 0.61
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
1,3-diaminopropane (in water)
C3H10N2*
water

N  Param.: 14.02

sN Param.: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
1-(N-piperidino)cyclohexene (in MeCN)
*
MeCN

N  Param.: 14.02

sN Param.: 0.76
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
anion of (4-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
MeOH-MeCN mix

N  Param.: 14.05

sN Param.: 0.72
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF)
C20H15N3*
THF

N  Param.: 14.07

sN Param.: 0.84
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
peroxy-beta-alanate
*
water

N  Param.: 14.07

sN Param.: 0.56
***Eur. J. Org. Chem. 2018, , 6010-6017
10.1002/ejoc.201801158
1-pyrrolidino-3,4-dihydronaphthalene (in MeCN)
C14H17N*
MeCN

N  Param.: 14.09

sN Param.: 0.66
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
chloride (in 50/50 MeOH/MeCN)
Cl*
MeOH-MeCN mix

N  Param.: 14.10

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
2,3,4,6,7,8-hexahydropyrimido[2,1-b][1,3]thiazine
*
dichloromethane

N  Param.: 14.10

sN Param.: 0.82
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
N-methylhydroxylamine (in MeCN)
*
MeCN

N  Param.: 14.10

sN Param.: 0.76
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
ethanolamine (in MeCN)
*
MeCN

N  Param.: 14.11

sN Param.: 0.71
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
phenylalanine (anionic, in water)
C9H10NO2*
water

N  Param.: 14.12

sN Param.: 0.53
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
[H-B(2,4,6-F3C6H2)3]- [NEt4]+
*
MeCN

N  Param.: 14.13

sN Param.: 0.61
***Angew. Chem. Int. Ed. 2015, 54, 14508-14512
10.1002/anie.201507298
2-Bz super-dmap (in MeCN)
*
MeCN

N  Param.: 14.19

sN Param.: 0.67
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
2-thiobarbiturate anion (in DMSO)
C4H3N2O2S*
DMSO

N  Param.: 14.24

sN Param.: 0.82
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
anion of (3-nitrophenyl)nitromethane (in water)
C7H5N2O4-*
water

N  Param.: 14.25

sN Param.: 0.46
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
tris(2-methoxyphenyl)phosphane
C21H21O3P*
dichloromethane

N  Param.: 14.26

sN Param.: 0.73
-Chem. Eur. J. 2017, 23, 7422-7427
10.1002/chem.201701080
4-methoxyaniline (in water)
C7H9NO*
water

N  Param.: 14.28

sN Param.: 0.68
***ChemPlusChem 2015, 80, 1673-1679
10.1002/cplu.201500246
benzylamine (in MeCN)
*
MeCN

N  Param.: 14.29

sN Param.: 0.67
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
t-butylperoxy anion (in H2O)
C4H9O2*
water

N  Param.: 14.29

sN Param.: 0.51
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
ethyl glycinate (in DMSO)
C4H9NO2*
DMSO

N  Param.: 14.30

sN Param.: 0.67
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
p-methylphenolate (in H2O)
C7H7KO*
water

N  Param.: 14.30

sN Param.: 0.55
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-nitrophenolate (in DMSO)
C6H4NO3*
DMSO

N  Param.: 14.32

sN Param.: 0.77
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
triphenylphosphane
C18H15P*
dichloromethane

N  Param.: 14.33

sN Param.: 0.65
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
anion of 3-methyl acetylacetone (in water)
C6H9O2-*
water

N  Param.: 14.33

sN Param.: 0.69
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
peroxy-GABA
*
water

N  Param.: 14.33

sN Param.: 0.57
***Eur. J. Org. Chem. 2018, , 6010-6017
10.1002/ejoc.201801158
2-benzyl-1,1,3,3-tetramethylguanidine
C12H19N3*
dichloromethane

N  Param.: 14.36

sN Param.: 0.79
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
allylamine (in MeCN)
*
MeCN

N  Param.: 14.37

sN Param.: 0.66
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
2-aminobutan-1-ol (in DMSO)
*
DMSO

N  Param.: 14.39

sN Param.: 0.67
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO)
C30H32N2O*
DMSO

N  Param.: 14.40

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)
C29H23N3O*
THF

N  Param.: 14.40

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
peroxomonosulfate (in water)
O5S*
water

N  Param.: 14.41

sN Param.: 0.60
***Org. Lett. 2018, 20, 2816-2820
10.1021/acs.orglett.[...]
1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine (MeTBD)
C8H15N3*
dichloromethane

N  Param.: 14.43

sN Param.: 0.81
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
2-methyl-1,4,5,6-tetrahydropyrimidine (in MeCN)
C5H10N2*
MeCN

N  Param.: 14.43

sN Param.: 0.79
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole (TBO)
C5H9N3*
dichloromethane

N  Param.: 14.44

sN Param.: 0.79
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
NaB(OAc)3H (in DMSO)
C6H10BO6-*
DMSO

N  Param.: 14.45

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
THTP (3,5,6,7-tetrahydro-2H-thiazolo[3,2-a]pyrimidine)
*
dichloromethane

N  Param.: 14.45

sN Param.: 0.78
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
Desoxy Breslow intermediate 2a'
*
THF

N  Param.: 14.45

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
3-methyl-2,4-dioxotetrahydro-2H-pyran-3-ide (in DMSO)
C6H7O3*
DMSO

N  Param.: 14.46

sN Param.: 0.91
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
(4-MeO-C6H4)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 14.48

sN Param.: 0.71
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C15H18NO4*
DMSO

N  Param.: 14.48

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO)
C8H5F3NO4S-*
DMSO

N  Param.: 14.49

sN Param.: 0.86
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
bromide (in 80% aq EtOH)
Br*
water-EtOH mix

N  Param.: 14.50

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
hypochlorite (in water)
ClO*
water

N  Param.: 14.50

sN Param.: 0.58
***Org. Lett. 2018, 20, 2816-2820
10.1021/acs.orglett.[...]
methanolate (in 91M9AN)
CH3O-*
MeOH-MeCN mix

N  Param.: 14.51

sN Param.: 0.68
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
dipropylamine (in MeCN)
*
MeCN

N  Param.: 14.51

sN Param.: 0.80
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
azide ion (in 91M9AN)
N3-*
MeOH-MeCN mix

N  Param.: 14.54

sN Param.: 0.82
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)pyridine
C22H21FN2*
dichloromethane

N  Param.: 14.57

sN Param.: 0.75
***Eur. J. Org. Chem. 2014, , 1202-1211
10.1002/ejoc.201301730
2-methyl-1,4,5,6-tetrahydropyrimidine (in DMSO)
C5H10N2*
DMSO

N  Param.: 14.58

sN Param.: 0.79
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
4-(morpholino)pyridine (in CH2Cl2)
C9H12N2O*
dichloromethane

N  Param.: 14.59

sN Param.: 0.69
***Eur. J. Org. Chem. 2016, , 4050-4058
10.1002/ejoc.201600572
2-phenyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)
C10H12N2*
dichloromethane

N  Param.: 14.62

sN Param.: 0.72
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
tricyclohexylphosphane
C18H33P*
dichloromethane

N  Param.: 14.64

sN Param.: 0.68
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
diethylamine (in water)
C4H11N*
water

N  Param.: 14.68

sN Param.: 0.53
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
chloride (in EtOH)
Cl*
EtOH

N  Param.: 14.70

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
NaBH4 (in DMSO)
BH4-*
DMSO

N  Param.: 14.74

sN Param.: 0.81
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
anion of (3-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
MeOH-MeCN mix

N  Param.: 14.75

sN Param.: 0.71
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
methyl L-prolinate
C6H11NO2*
MeCN

N  Param.: 14.75

sN Param.: 0.82
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
4-pyridone anion (in water)
*
water

N  Param.: 14.76

sN Param.: 0.48
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
MeO-Breslow 1a
*
THF

N  Param.: 14.77

sN Param.: 0.80
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
theophylline anion (in DMSO)
*
DMSO

N  Param.: 14.78

sN Param.: 0.71
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
4-(dimethylamino)pyridine (in DMSO)
C7H10N2*
DMSO

N  Param.: 14.80

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-(morpholino)pyridine (in MeCN)
*
MeCN

N  Param.: 14.80

sN Param.: 0.63
***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
4-nitro-imidazole anion (in DMSO)
*
DMSO

N  Param.: 14.81

sN Param.: 0.71
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
maleimide anion (in DMSO)
*
DMSO

N  Param.: 14.87

sN Param.: 0.76
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
tris(2,4-dimethylphenyl)phosphane
C24H27P*
dichloromethane

N  Param.: 14.88

sN Param.: 0.41
-Chem. Eur. J. 2017, 23, 7422-7427
10.1002/chem.201701080
4-(dimethylamino)pyridine (in DMF)
C7H10N2*
DMF

N  Param.: 14.90

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
3,5-dinitrobenzoate (in MeCN)
*
MeCN

N  Param.: 14.90

sN Param.: 0.71
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
1,3-diethyl-thiobarbiturate anion (in DMSO)
C8H11N2O2S*
DMSO

N  Param.: 14.90

sN Param.: 0.80
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1-(N-pyrrolidino)cyclohexene
C10H17N*
dichloromethane

N  Param.: 14.91

sN Param.: 0.86
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
Bu4NBH4 (in DMSO)
BH4-*
DMSO

N  Param.: 14.94

sN Param.: 0.79
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
anion of diethyl 2-(4-nitrophenyl)malonate (in DMSO)
C13H14NO6*
DMSO

N  Param.: 14.94

sN Param.: 0.96
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
methyl (cyclohexen-1-yl)prolinate (in MeCN)
*
MeCN

N  Param.: 14.96

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
(2S,3S)-3-isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine
*
dichloromethane

N  Param.: 14.96

sN Param.: 0.64
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea
C14H15F6N3S*
MeCN

N  Param.: 14.97

sN Param.: 0.69
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
anion of 1,2,3-triphenylpropane-1,3-dione (in DMSO)
C21H15O2*
DMSO

N  Param.: 14.99

sN Param.: 0.83
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
4-pyrrolidinopyridine (in MeCN)
C9H12N2*
MeCN

N  Param.: 14.99

sN Param.: 0.69
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
azide ion (in 45M55AN)
N3-*
MeOH-MeCN mix

N  Param.: 15.01

sN Param.: 0.80
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C13H13O4*
DMSO

N  Param.: 15.02

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
purine anion (in DMSO)
*
DMSO

N  Param.: 15.03

sN Param.: 0.77
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
p-nitrophenolate (in DMF)
C6H4NO3*
DMF

N  Param.: 15.05

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
1-(N-piperidino)cyclopentene
C10H17N*
dichloromethane

N  Param.: 15.06

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of (phenylmethylenedisulfonyl)dibenzene (in DMSO)
C19H15O4S2*
DMSO

N  Param.: 15.07

sN Param.: 0.79
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
diethylamine (in MeCN)
*
MeCN

N  Param.: 15.10

sN Param.: 0.73
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
n-propylamine (in MeCN)
*
MeCN

N  Param.: 15.11

sN Param.: 0.63
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H15O5*
DMSO

N  Param.: 15.13

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
KBH4 (in DMSO)
BH4-*
DMSO

N  Param.: 15.14

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
p-nitrophenolate (in MeCN)
C6H4NO3*
MeCN

N  Param.: 15.14

sN Param.: 0.82
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
methylamine (in MeCN)
*
MeCN

N  Param.: 15.19

sN Param.: 0.68
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
tris(2,6-dimethoxyphenyl)phosphane
C24H27O6P*
dichloromethane

N  Param.: 15.19

sN Param.: 0.88
-Chem. Eur. J. 2017, 23, 7422-7427
10.1002/chem.201701080
4-aminopyridine (in CH2Cl2)
C5H6N2*
dichloromethane

N  Param.: 15.20

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
(S)-N-propylpyrrolidine-2-carboxamide
C8H16N2O*
MeCN

N  Param.: 15.20

sN Param.: 0.73
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-methyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)
C5H10N2*
dichloromethane

N  Param.: 15.21

sN Param.: 0.69
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
anion of ethyl 2-nitroacetate (in DMSO)
C4H6NO4*
DMSO

N  Param.: 15.24

sN Param.: 0.74
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
n-butylamine (in MeCN)
*
MeCN

N  Param.: 15.27

sN Param.: 0.63
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
3-pyrrolidino-1H-indene (in MeCN)
 C13H15N*
MeCN

N  Param.: 15.27

sN Param.: 0.93
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
benzylamine (in DMSO)
*
DMSO

N  Param.: 15.28

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
DBU (in MeCN)
C9H16N2*
MeCN

N  Param.: 15.29

sN Param.: 0.70
***Chem. Commun. 2008, , 1792-1794
10.1039/b801811a
p-nitrobenzoate (in MeCN)
*
MeCN

N  Param.: 15.30

sN Param.: 0.76
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
(R)-2-benzhydryl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine
*
dichloromethane

N  Param.: 15.30

sN Param.: 0.55
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
(S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole
C13H16N4*
MeCN

N  Param.: 15.32

sN Param.: 0.72
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)
C30H32N2O*
THF

N  Param.: 15.33

sN Param.: 0.79
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
anion of triethyl methanetricarboxylate (in DMSO)
C10H15O6*
DMSO

N  Param.: 15.33

sN Param.: 0.72
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
2-Ac super-dmap (in MeCN)
*
MeCN

N  Param.: 15.39

sN Param.: 0.60
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
HOO- (in water)
HO2*
water

N  Param.: 15.40

sN Param.: 0.55
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
morpholine (in 91M9AN)
C4H9NO*
MeOH-MeCN mix

N  Param.: 15.40

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
(S)-2-(azidomethyl)pyrrolidine
C5H10N4*
MeCN

N  Param.: 15.43

sN Param.: 0.73
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
tris(4-methylphenyl)phosphane
C21H21P*
dichloromethane

N  Param.: 15.44

sN Param.: 0.64
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
1-aminopropan-2-ol (in DMSO)
*
DMSO

N  Param.: 15.47

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
o-nitrophenolate (in DMSO)
C6H4NO3*
DMSO

N  Param.: 15.48

sN Param.: 0.71
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
tri-n-butylphosphane
C12H27P*
dichloromethane

N  Param.: 15.49

sN Param.: 0.69
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
DBN (in CH2Cl2)
*
dichloromethane

N  Param.: 15.50

sN Param.: 0.76
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
4-(dimethylamino)pyridine (in MeCN)
C7H10N2*
MeCN

N  Param.: 15.51

sN Param.: 0.62
***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
diethanolamine (in DMSO)
*
DMSO

N  Param.: 15.51

sN Param.: 0.70
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
phthalimide anion (in DMSO)
*
DMSO

N  Param.: 15.52

sN Param.: 0.67
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
(S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole
C8H13N3*
MeCN

N  Param.: 15.55

sN Param.: 0.69
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
anion of ethyl cyanoacetate (in water)
C5H6NO2-*
water

N  Param.: 15.57

sN Param.: 0.58
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
Dexoxy Breslow intermediate 6
*
THF

N  Param.: 15.58

sN Param.: 0.57
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
anion of 2-phenylmalononitrile (in DMSO)
C9H5N2*
DMSO

N  Param.: 15.58

sN Param.: 1.00
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
barbiturate anion (in DMSO)
C4H3N2O3*
DMSO

N  Param.: 15.59

sN Param.: 0.80
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
(1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO)
C9H7Br2LiZn*
DMSO

N  Param.: 15.60

sN Param.: 0.51
**Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
TCAP (in MeCN)
C11H14N2*
MeCN

N  Param.: 15.60

sN Param.: 0.68
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
morpholine (in water)
C4H9NO*
water

N  Param.: 15.62

sN Param.: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN)
C9H5F3NO2S*
MeCN

N  Param.: 15.62

sN Param.: 0.99
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
piperidine (in 91M9AN)
C5H11N*
MeOH-MeCN mix

N  Param.: 15.63

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
2-phenylperoxyacetate (in H2O)
C8H7O3*
water

N  Param.: 15.63

sN Param.: 0.56
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
morpholine (in MeCN)
*
MeCN

N  Param.: 15.65

sN Param.: 0.74
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
MeO-Breslow 1e
*
THF

N  Param.: 15.65

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
2-(naphthylmethyl)quinuclidine (in MeCN)
*
MeCN

N  Param.: 15.66

sN Param.: 0.62
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
(4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 15.68

sN Param.: 0.65
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
bis(phenylsulfonyl)methanide (in DMSO)
C13H11O4S2*
DMSO

N  Param.: 15.68

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
N',N'-dimethylformohydrazide (in MeCN)
*
MeCN

N  Param.: 15.69

sN Param.: 0.51
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
n-propylamine (in DMSO)
C3H9N*
DMSO

N  Param.: 15.70

sN Param.: 0.64
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
N-methyl-trifluoroacetamide anion (in DMSO)
*
DMSO

N  Param.: 15.70

sN Param.: 0.71
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
1-methyl-2-phenylpyrrolidine (in MeCN)
C11H15N*
MeCN

N  Param.: 15.70

sN Param.: 0.54
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
methanolate (in methanol)
CH3O-*
MeOH

N  Param.: 15.78

sN Param.: 0.56
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
ethanolate (in ethanol)
C2H5O-*
EtOH

N  Param.: 15.78

sN Param.: 0.65
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
4-(dimethylamino)pyridine (in CH2Cl2)
C7H10N2*
dichloromethane

N  Param.: 15.80

sN Param.: 0.66
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
trifluoroacetamide anion (in DMSO)
*
DMSO

N  Param.: 15.81

sN Param.: 0.64
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
o-nitrophenolate (in MeCN)
C6H4NO3*
MeCN

N  Param.: 15.83

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
Me2S=CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 15.85

sN Param.: 0.61
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
anion of ethyl 2-cyano-2-phenylacetate (in DMSO)
C11H10NO2*
DMSO

N  Param.: 15.85

sN Param.: 1.04
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
4-pyrrolidinopyridine (in CH2Cl2)
C9H12N2*
dichloromethane

N  Param.: 15.90

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-(dimethylamino)pyridine (in THF)
*
THF

N  Param.: 15.90

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
(S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione
C13H14N2O2*
MeCN

N  Param.: 15.90

sN Param.: 0.77
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
1-(N-pyrrolidino)cyclopentene
C9H15N*
dichloromethane

N  Param.: 15.91

sN Param.: 0.86
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(Z)-1-(1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)
C30H34N2O*
THF

N  Param.: 15.92

sN Param.: 0.72
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
anion of diethyl 2-phenylmalonate (in DMSO)
C13H15O4*
DMSO

N  Param.: 15.93

sN Param.: 0.99
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
pyrrolidine (in 91M9AN)
C4H9N*
MeOH-MeCN mix

N  Param.: 15.97

sN Param.: 0.63
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
anion of 2-phenyl-2-(phenylsulfonyl)acetonitrile (in DMSO)
C14H10NO2S*
DMSO

N  Param.: 15.97

sN Param.: 0.72
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
anion of ethyl acetylacetate (in water)
C6H9O3-*
water

N  Param.: 15.99

sN Param.: 0.62
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
ethyl N-acetylcarbamate anion (in DMSO)
*
DMSO

N  Param.: 15.99

sN Param.: 0.70
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
phthalimidoperoxyhexanoate (in H2O)
C14H20NO5*
water

N  Param.: 16.02

sN Param.: 0.54
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
n-propanolate (in propan-1-ol)
C3H8O-*
nPrOH

N  Param.: 16.03

sN Param.: 0.70
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
succinimide anion (in DMSO)
*
DMSO

N  Param.: 16.03

sN Param.: 0.66
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
methyl carbonate (in MeCN)
*
MeCN

N  Param.: 16.03

sN Param.: 0.64
***Eur. J. Org. Chem. 2010, , 4205-4210
10.1002/ejoc.201000414
anion of 1-phenylbutane-1,3-dione (in DMSO)
C10H9O2*
DMSO

N  Param.: 16.03

sN Param.: 0.86
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
diacetamide anion (in DMSO)
*
DMSO

N  Param.: 16.05

sN Param.: 0.70
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
2-formyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 16.06

sN Param.: 0.68
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C7H5O4S2*
DMSO

N  Param.: 16.06

sN Param.: 0.69
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
ethanolamine (in DMSO)
*
DMSO

N  Param.: 16.07

sN Param.: 0.61
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
ethanolate (in 91E9AN)
C2H5O-*
EtOH-MeCN mix

N  Param.: 16.08

sN Param.: 0.62
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
DBU (in THF)
*
THF

N  Param.: 16.12

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
anion of diethyl malonate (in water)
C7H11O4-*
water

N  Param.: 16.15

sN Param.: 0.66
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyrimidine (TBN)
C6H11N3*
dichloromethane

N  Param.: 16.15

sN Param.: 0.73
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
1,2-dimethylhydrazine (in MeCN)
*
MeCN

N  Param.: 16.15

sN Param.: 0.68
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN)
C9H5F6O2S*
MeCN

N  Param.: 16.15

sN Param.: 0.99
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine
C7H13N3*
dichloromethane

N  Param.: 16.16

sN Param.: 0.75
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
tris(4-methoxyphenyl)phosphane
C21H21O3P*
dichloromethane

N  Param.: 16.17

sN Param.: 0.62
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
(S)-diphenyl(pyrrolidin-2-yl)methanol
C17H19NO*
MeCN

N  Param.: 16.18

sN Param.: 0.56
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
Me2S=CH-CN (in DMSO)
*
DMSO

N  Param.: 16.23

sN Param.: 0.60
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO)
C11H10NO5-*
DMSO

N  Param.: 16.26

sN Param.: 0.83
***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
anion of dimedone (in DMSO)
C8H11O2*
DMSO

N  Param.: 16.27

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
cyanide (in MeCN)
CN-*
MeCN

N  Param.: 16.27

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2005, 44, 142-145
10.1002/anie.200461640
anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO)
C9H5F3NO2S-*
DMSO

N  Param.: 16.28

sN Param.: 0.75
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
DBN (in MeCN)
C7H12N2*
MeCN

N  Param.: 16.28

sN Param.: 0.67
***Chem. Commun. 2008, , 1792-1794
10.1039/b801811a
anion of (4-nitrophenyl)nitromethane (in DMSO)
C7H5N2O4-*
DMSO

N  Param.: 16.29

sN Param.: 0.75
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
benzotriazole anion (in DMSO)
*
DMSO

N  Param.: 16.29

sN Param.: 0.65
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
azide ion (in 91E9AN)
N3-*
EtOH-MeCN mix

N  Param.: 16.30

sN Param.: 0.73
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
1-methyl uracil anion (in DMSO)
*
DMSO

N  Param.: 16.36

sN Param.: 0.69
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
4-formyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 16.40

sN Param.: 0.67
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
1-(N-pyrrolidino)cyclohexene (in MeCN)
*
MeCN

N  Param.: 16.42

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
(R)-2-isopropylpyrrolidine
C7H15N*
MeCN

N  Param.: 16.44

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
hydrazine (in MeCN)
*
MeCN

N  Param.: 16.45

sN Param.: 0.56
***Angew. Chem. Int. Ed. 2012, 51, 1353-1356
10.1002/anie.201107315
benzoate (inMeCN)
*
MeCN

N  Param.: 16.45

sN Param.: 0.72
***J. Am. Chem. Soc. 2020, 142, 5221-5233
10.1021/jacs.9b12998
N-methyl-morpholine (in CH2Cl2)
*
dichloromethane

N  Param.: 16.50

sN Param.: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
(R)-2-isopropyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine
*
dichloromethane

N  Param.: 16.50

sN Param.: 0.48
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
(S)-2-(methoxymethyl)pyrrolidine
C6H13NO*
MeCN

N  Param.: 16.50

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
3-(tert-butyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C8H14N2*
THF

N  Param.: 16.54

sN Param.: 0.47
***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
anion of 3-oxo-3-phenylpropanenitrile (in DMSO)
C9H6NO*
DMSO

N  Param.: 16.55

sN Param.: 0.78
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
MeO-Breslow 1c
*
THF

N  Param.: 16.61

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
(S)-2-benzhydrylpyrrolidine
C17H19N*
MeCN

N  Param.: 16.61

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-Me super-dmap (in MeCN)
*
MeCN

N  Param.: 16.65

sN Param.: 0.58
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
o-nitrophenolate (in DMF)
C6H4NO3*
DMF

N  Param.: 16.65

sN Param.: 0.70
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
hypobromite (in water)
BrO*
water

N  Param.: 16.69

sN Param.: 0.46
***Org. Lett. 2018, 20, 2816-2820
10.1021/acs.orglett.[...]
azide ion (in 91nPr9AN)
N3-*
nPrOH-MeCN mix

N  Param.: 16.70

sN Param.: 0.73
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
n-propanolate (in 91nPr9AN)
C3H8O-*
nPrOH-MeCN mix

N  Param.: 16.73

sN Param.: 0.63
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)
C29H23N3O*
THF

N  Param.: 16.73

sN Param.: 0.63
**Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
anion of diethyl 2-(p-anisyl)malonate (in DMSO)
C14H17O5*
DMSO

N  Param.: 16.73

sN Param.: 0.91
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
(S)-pyrrolidin-2-ylmethanol
C5H11NO*
MeCN

N  Param.: 16.74

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-methylpyrrolidine (in MeCN)
C5H11N*
MeCN

N  Param.: 16.78

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
N-methyl-morpholine (in MeCN)
*
MeCN

N  Param.: 16.80

sN Param.: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
1-methyl-2-phenylpyrrolidine (in CH2Cl2)
C11H15N*
dichloromethane

N  Param.: 16.80

sN Param.: 0.49
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
2-Et super-dmap (in MeCN)
*
MeCN

N  Param.: 16.81

sN Param.: 0.60
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
benzoate (in MeCN)
*
MeCN

N  Param.: 16.82

sN Param.: 0.70
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
SO3(2-) (in water)
O3S*
water

N  Param.: 16.83

sN Param.: 0.56
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
acetate (in MeCN)
*
MeCN

N  Param.: 16.90

sN Param.: 0.75
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
morpholine (in DMSO)
C4H9NO*
DMSO

N  Param.: 16.96

sN Param.: 0.67
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
anion of (4-cyanophenyl)nitromethane (in DMSO)
C8H5N2O2-*
DMSO

N  Param.: 16.96

sN Param.: 0.73
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
3-acetyl-2-oxotetrahydro-2H-pyran-3-ide (in DMSO)
C7H9O3*
DMSO

N  Param.: 17.00

sN Param.: 0.74
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
isopropanolate (in propan-2-ol)
C3H8O-*
iPrOH

N  Param.: 17.03

sN Param.: 0.63
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
uracil anion (in DMSO)
*
DMSO

N  Param.: 17.04

sN Param.: 0.63
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
azide ion (in 91iPr9AN)
N3-*
iPrOH-MeCN mix

N  Param.: 17.07

sN Param.: 0.71
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
triethylamine (in MeCN)
*
MeCN

N  Param.: 17.10

sN Param.: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
dimethylamine (in water)
C2H7N*
water

N  Param.: 17.12

sN Param.: 0.50
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
Desoxy Breslow intermediate 2a
*
THF

N  Param.: 17.12

sN Param.: 0.80
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
p-toluenesulfonamide anion (in DMSO)
*
DMSO

N  Param.: 17.14

sN Param.: 0.60
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
piperidine (in DMSO)
C5H11N*
DMSO

N  Param.: 17.19

sN Param.: 0.71
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
anion of 1-phenyl-2-(phenylsulfonyl)ethanone (in DMSO)
C14H11O3S*
DMSO

N  Param.: 17.19

sN Param.: 0.56
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
chloride (in MeCN)
Cl*
MeCN

N  Param.: 17.20

sN Param.: 0.60
**J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
nitrite ion (in MeCN)
NO2*
MeCN

N  Param.: 17.20

sN Param.: 0.72
***Angew. Chem. Int. Ed. 2005, 44, 4623-4626
10.1002/anie.200501274
pyrrolidine (in water)
C4H9N*
water

N  Param.: 17.21

sN Param.: 0.49
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
piperazine (in water)
C4H10N2*
water

N  Param.: 17.22

sN Param.: 0.50
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
methylhydrazine (in water)
*
water

N  Param.: 17.23

sN Param.: 0.45
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
(S)-pyrrolidin-2-ylmethanamine
C5H12N2*
MeCN

N  Param.: 17.24

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
methoxybis(phenylsulfonyl)methanide (in DMSO)
C14H13O5S2*
DMSO

N  Param.: 17.29

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
triethylamine (in CH2Cl2)
*
dichloromethane

N  Param.: 17.30

sN Param.: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in DMSO)
C9H5F6O2S-*
DMSO

N  Param.: 17.33

sN Param.: 0.74
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
piperidine (in MeCN)
*
MeCN

N  Param.: 17.35

sN Param.: 0.68
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
2-methoxy-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C8H7O5S2*
DMSO

N  Param.: 17.36

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
Desoxy Breslow intermediate 2a
*
DMSO

N  Param.: 17.41

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
(S)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine
C7H16N2*
MeCN

N  Param.: 17.41

sN Param.: 0.68
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
4-nitroperoxybenzoate (in H2O)
C7H4NO5*
water

N  Param.: 17.43

sN Param.: 0.50
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
2-benzylpyrrolidine
C11H15N*
MeCN

N  Param.: 17.43

sN Param.: 0.66
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
anion of 1,3-diphenylpropane-1,3-dione (in DMSO)
C15H11O2*
DMSO

N  Param.: 17.46

sN Param.: 0.65
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
fluorobis(phenylsulfonyl)methanide (in DMSO)
C13H10FO4S2*
DMSO

N  Param.: 17.46

sN Param.: 0.73
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,3-dimethylbarbiturate anion (in DMSO)
C6H7N2O3*
DMSO

N  Param.: 17.46

sN Param.: 0.72
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)urea
C14H15F6N3O*
MeCN

N  Param.: 17.50

sN Param.: 0.64
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
4,4-dimethyl-glutarimide anion (in DMSO)
*
DMSO

N  Param.: 17.52

sN Param.: 0.63
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
hydantoin anion (in DMSO)
*
DMSO

N  Param.: 17.52

sN Param.: 0.55
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
anion of ethyl 3-oxo-3-phenylpropanoate (in DMSO)
C11H11O3*
DMSO

N  Param.: 17.52

sN Param.: 0.74
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
(S)-N,N-dimethylpyrrolidine-2-carboxamide
C7H14N2O*
MeCN

N  Param.: 17.61

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
thymine anion (in DMSO)
*
DMSO

N  Param.: 17.63

sN Param.: 0.62
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
anion of acetylacetone (in DMSO)
C5H7O2*
DMSO

N  Param.: 17.64

sN Param.: 0.73
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of diethyl methylmalonate (in water)
C8H13O4-*
water

N  Param.: 17.68

sN Param.: 0.50
*J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
1,3-dimesityl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN)
C20H25N2P*
MeCN

N  Param.: 17.68

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
2-Bn super-dmap (in MeCN)
*
MeCN

N  Param.: 17.69

sN Param.: 0.57
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
isopropanolate (in 91iPr9AN)
C3H8O-*
iPrOH-MeCN mix

N  Param.: 17.71

sN Param.: 0.58
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
methylhydrazine (in MeCN)
*
MeCN

N  Param.: 17.73

sN Param.: 0.58
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
trimethylhydrazine (in MeCN)
*
MeCN

N  Param.: 17.75

sN Param.: 0.53
***Angew. Chem. Int. Ed. 2012, 51, 1353-1356
10.1002/anie.201107315
1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF)
C22H26N2*
THF

N  Param.: 17.80

sN Param.: 0.79
***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
4-methoxyperoxybenzoate (in H2O)
C8H7O4*
water

N  Param.: 17.84

sN Param.: 0.46
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
p-cyanophenolate (in DMF)
C7H4KNO*
DMF

N  Param.: 17.85

sN Param.: 0.71
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
N-methylenepyrrolidin-1-amine (in CH2Cl2)
C5H10N2*
dichloromethane

N  Param.: 17.90

sN Param.: 0.48
***Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
3,5-dichloroperoxybenzoate (in H2O)
C7H3Cl2O3*
water

N  Param.: 17.93

sN Param.: 0.50
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
thiocyanate (in MeCN)
CNS*
MeCN

N  Param.: 17.94

sN Param.: 0.60
***J. Am. Chem. Soc. 2003, 125, 14126-14132
10.1021/ja037317u
dimethylamine (in MeCN)
*
MeCN

N  Param.: 17.96

sN Param.: 0.63
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C13H11ClNO*
DMSO

N  Param.: 17.98

sN Param.: 0.63
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
4-fluoroperoxybenzoate (in H2O)
C7H4FO3*
water

N  Param.: 17.99

sN Param.: 0.47
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
MeSO2-CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 18.00

sN Param.: 0.66
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
adenine anion (in DMSO)
*
DMSO

N  Param.: 18.00

sN Param.: 0.55
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
anion of (3-nitrophenyl)nitromethane (in DMSO)
C7H5N2O4-*
DMSO

N  Param.: 18.06

sN Param.: 0.71
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
proline (anionic, in water)
C5H8NO2*
water

N  Param.: 18.08

sN Param.: 0.50
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
(1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO)
C9H7Cl2LiZn*
DMSO

N  Param.: 18.10

sN Param.: 0.46
**Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
tris(2,6-dimethoxyphenyl)phosphane (in MeCN)
C24H27O6P*
MeCN

N  Param.: 18.11

sN Param.: 0.62
-Chem. Eur. J. 2017, 23, 7422-7427
10.1002/chem.201701080
1,3-dimethyl-2-methyleneimidazolidine (in THF)
C6H12N2*
THF

N  Param.: 18.11

sN Param.: 0.68
***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
piperidine (in water)
C5H11N*
water

N  Param.: 18.13

sN Param.: 0.44
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO)
C7H10ClO4*
DMSO

N  Param.: 18.19

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
3-chloroperoxybenzoate (in H2O)
C7H4ClO3*
water

N  Param.: 18.19

sN Param.: 0.47
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
anion of malononitrile (in 91M9AN)
C3HN2-*
MeOH-MeCN mix

N  Param.: 18.21

sN Param.: 0.69
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of dimethyl malonate (in 91M9AN)
C5H7O4-*
MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.64
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN)
C8H5F3NO4S-*
MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.66
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
O-isopropyl dithiocarbonate (in MeCN)
*
MeCN

N  Param.: 18.27

sN Param.: 0.78
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
anion of phenylnitromethane (in DMSO)
C7H6NO2-*
DMSO

N  Param.: 18.29

sN Param.: 0.71
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
perhydroazepine (in water)
C6H13N*
water

N  Param.: 18.29

sN Param.: 0.46
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
anion of p-tolylnitromethane (in DMSO)
C8H8NO2-*
DMSO

N  Param.: 18.31

sN Param.: 0.76
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide (in DMSO)
C9H13O3*
DMSO

N  Param.: 18.32

sN Param.: 0.84
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
p-chlorophenolate (in MeCN)
C6H4ClKO*
MeCN

N  Param.: 18.32

sN Param.: 0.82
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine
C9H18N2*
MeCN

N  Param.: 18.33

sN Param.: 0.64
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
anion of 3-methyl acetylacetone (in DMSO)
C6H9O2-*
DMSO

N  Param.: 18.38

sN Param.: 0.72
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
tris(4-dimethylaminophenyl)phosphane
C24H30N3P*
dichloromethane

N  Param.: 18.39

sN Param.: 0.64
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
o-(trifluoromethyl)phenolate (in MeCN)
C7H4F3O*
MeCN

N  Param.: 18.39

sN Param.: 0.69
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
Me2S=CH(p-NO2-C6H4) (in DMSO)
*
DMSO

N  Param.: 18.42

sN Param.: 0.65
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
magnesium 2-carboperoxybenzoate (in H2O)
C8H4O5*
water

N  Param.: 18.43

sN Param.: 0.46
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
o-(trifluoromethyl)phenolate (in DMSO)
C7H4F3O*
DMSO

N  Param.: 18.47

sN Param.: 0.61
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
anion of (4-NO2-C6H4)CH2SO2Ph (in DMSO)
C13H10NO4S-*
DMSO

N  Param.: 18.50

sN Param.: 0.75
***Org. Biomol. Chem. 2008, 6, 3052-3058
10.1039/b805604h
phenolate (in MeCN)
C6H5KO*
MeCN

N  Param.: 18.53

sN Param.: 0.85
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
3-chloro-4-methoxyperoxybenzoate (in H2O)
C8H6ClO4*
water

N  Param.: 18.56

sN Param.: 0.48
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
(EtO)2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.57

sN Param.: 0.66
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
peroxybenzoate (in H2O)
C7H5O3*
water

N  Param.: 18.57

sN Param.: 0.43
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
pyrrolidine (inMeCN)
C4H9N*
MeCN

N  Param.: 18.58

sN Param.: 0.61
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
anion of ethyl cyanoacetate (in 91M9AN)
C5H6NO2-*
MeOH-MeCN mix

N  Param.: 18.59

sN Param.: 0.65
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
methanesulfonamide anion (in DMSO)
*
DMSO

N  Param.: 18.61

sN Param.: 0.53
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
1-(ethoxycarbonyl)-2-oxocyclopentan-1-ide (in DMSO)
C8H11O3*
DMSO

N  Param.: 18.63

sN Param.: 0.82
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
anion of benzyl trifluoromethyl sulfone (in DMSO)
C8H6F3O2S-*
DMSO

N  Param.: 18.67

sN Param.: 0.68
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
1,3-dimethyl-2-methylenehexahydropyrimidine (in THF)
C7H14N2*
THF

N  Param.: 18.68

sN Param.: 0.63
***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
Ph2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.69

sN Param.: 0.72
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
N-methyl-piperidine (in MeCN)
*
MeCN

N  Param.: 18.72

sN Param.: 0.52
***J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
p-nitrobenzoate (in acetone)
*
acetone

N  Param.: 18.74

sN Param.: 0.68
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
anion of diethyl 2-(isopropyl)malonate (in DMSO)
C10H17O4*
DMSO

N  Param.: 18.74

sN Param.: 0.71
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
1,3-di-tert-butyl-1,3,2-diazaphospholidine (in MeCN)
C10H23N2P*
MeCN

N  Param.: 18.74

sN Param.: 0.47
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
p-cyanophenolate (in DMSO)
C7H4KNO*
DMSO

N  Param.: 18.78

sN Param.: 0.57
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
DABCO (in MeCN)
C6H12N2*
MeCN

N  Param.: 18.80

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2007, 46, 6176-6179
10.1002/anie.200701489
3,5-dinitrobenzoate (in acetone)
*
acetone

N  Param.: 18.80

sN Param.: 0.62
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
2-ethoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C10H11O4S*
DMSO

N  Param.: 18.81

sN Param.: 0.59
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
m-methoxyphenolate (in MeCN)
C7H7KO2*
MeCN

N  Param.: 18.81

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
anion of ethyl acetylacetate (in DMSO)
C6H9O3*
DMSO

N  Param.: 18.82

sN Param.: 0.69
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
(cyclohexen-1-yl)prolinate (in MeCN)
*
MeCN

N  Param.: 18.86

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
phenolate (in DMF)
C6H5KO*
DMF

N  Param.: 18.86

sN Param.: 0.89
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
N-methyl-piperidine (in CH2Cl2)
*
dichloromethane

N  Param.: 18.90

sN Param.: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
4-nitrothiophenolate (in DMSO)
C6H4NO2S-*
DMSO

N  Param.: 18.92

sN Param.: 0.87
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
4-pyridone anion (in DMSO)
*
DMSO

N  Param.: 18.97

sN Param.: 0.62
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
p-(trifluoromethyl)phenolate (in DMSO)
C7H4F3KO*
DMSO

N  Param.: 18.98

sN Param.: 0.63
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
2-fluoro-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C7H4FO4S2*
DMSO

N  Param.: 19.03

sN Param.: 0.58
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
p-methylphenolate (in DMSO)
C7H7KO*
DMSO

N  Param.: 19.08

sN Param.: 0.87
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
benzimidazole anion (in DMSO)
*
DMSO

N  Param.: 19.13

sN Param.: 0.55
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
2-ethoxy-1-methoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C11H13O5S*
DMSO

N  Param.: 19.15

sN Param.: 0.59
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
Ph2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.20

sN Param.: 0.69
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(EtO)2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.23

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
anion of diethyl 2-cyclohexylmalonate (in DMSO)
C13H21O4*
DMSO

N  Param.: 19.23

sN Param.: 0.67
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO)
C13H16NO2*
DMSO

N  Param.: 19.28

sN Param.: 0.65
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
O-ethyl dithiocarbonate (in MeCN)
*
MeCN

N  Param.: 19.30

sN Param.: 0.69
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)
C3H8N2*
dichloromethane

N  Param.: 19.31

sN Param.: 0.46
***Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
anion of 4-methylbenzyl trifluoromethyl sulfone (in DMSO)
C9H8F3O2S-*
DMSO

N  Param.: 19.35

sN Param.: 0.67
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of malononitrile (in DMSO)
C3HN2*
DMSO

N  Param.: 19.36

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO)
C17H14NO*
DMSO

N  Param.: 19.38

sN Param.: 0.50
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
C13H12NO*
DMSO

N  Param.: 19.46

sN Param.: 0.58
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
anion of 4-cyanobenzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F3NO2S-*
MeOH-MeCN mix

N  Param.: 19.49

sN Param.: 0.63
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of malononitrile (in water)
C3HN2-*
water

N  Param.: 19.50

sN Param.: 0.55
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide
C10H15O3*
DMSO

N  Param.: 19.53

sN Param.: 0.83
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO)
C7H11O3*
DMSO

N  Param.: 19.58

sN Param.: 0.73
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
p-cyanophenolate (in MeCN)
C7H4KNO*
MeCN

N  Param.: 19.58

sN Param.: 0.59
**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenylsulfinate (in DMSO)
*
DMSO

N  Param.: 19.60

sN Param.: 0.60
***J. Am. Chem. Soc. 2010, 132, 4796-4805
10.1021/ja9102056
anion of 2-(4-NO2-C6H4)propionitrile (in DMSO)
C9H7N2O2-*
DMSO

N  Param.: 19.61

sN Param.: 0.60
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of ethyl cyanoacetate (in DMSO)
C5H6NO2*
DMSO

N  Param.: 19.62

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
p-methylphenolate (in DMF)
C7H7KO*
DMF

N  Param.: 19.65

sN Param.: 0.85
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
anion of 4-nitrobenzyl-CN (in DMSO)
C8H5N2O2-*
DMSO

N  Param.: 19.67

sN Param.: 0.68
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
p-chlorophenolate (in DMF)
C6H4ClKO*
DMF

N  Param.: 19.67

sN Param.: 0.72
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in DMSO)
C10H13KO*
DMSO

N  Param.: 19.67

sN Param.: 0.79
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
3,5-bis(trifluoromethyl)thiophenolate (in DMSO)
C8H3F6S-*
DMSO

N  Param.: 19.71

sN Param.: 0.86
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
1,3-dimethyl-2-methylene-2,3-dihydro-1H-benzo[d]imidazole
C10H12N2*
THF

N  Param.: 19.84

sN Param.: 0.58
***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN)
C26H37N2P*
MeCN

N  Param.: 19.85

sN Param.: 0.34
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
phenolate (in DMSO)
C6H5KO*
DMSO

N  Param.: 19.86

sN Param.: 0.71
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in DMF)
C10H13KO*
DMF

N  Param.: 19.90

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in DMF)
C7H7KO2*
DMF

N  Param.: 19.90

sN Param.: 0.82
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN)
C13H10NO4S*
MeCN

N  Param.: 19.90

sN Param.: 0.66
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
2-pyridone anion (in DMSO)
*
DMSO

N  Param.: 19.91

sN Param.: 0.60
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
bis(4-nitrophenyl)methanide (in DMSO)
C13H9N2O4-*
DMSO

N  Param.: 19.92

sN Param.: 0.67
***ARKIVOC 2008, (x), 37-53
10.3998/ark.5550190.[...]
prolinate (in MeCN)
C5H8NO2-*
MeCN

N  Param.: 19.95

sN Param.: 0.68
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-(4-NO2-C6H4)CH(-)CO2Et (in DMSO)
C10H10NO4*
DMSO

N  Param.: 20.00

sN Param.: 0.71
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO)
C11H17O3*
DMSO

N  Param.: 20.02

sN Param.: 0.76
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(isoquinolin-2-ium-2-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C17H14NO*
DMSO

N  Param.: 20.08

sN Param.: 0.57
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)
C6H9O5*
DMSO

N  Param.: 20.08

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
p-methoxyphenolate (in DMSO)
C7H7KO2*
DMSO

N  Param.: 20.09

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
anion of 4-nitrobenzyl-CN (in MeCN)
C8H5N2O2*
MeCN

N  Param.: 20.10

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
phenylsulfinate (in MeCN)
*
MeCN

N  Param.: 20.11

sN Param.: 0.59
***J. Am. Chem. Soc. 2010, 132, 4796-4805
10.1021/ja9102056
2-pyridone anion (in MeCN)
*
MeCN

N  Param.: 20.11

sN Param.: 0.57
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
anion of diethyl malonate (in DMSO)
C7H11O4*
DMSO

N  Param.: 20.22

sN Param.: 0.65
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
4-pyridone anion (in MeCN)
*
MeCN

N  Param.: 20.22

sN Param.: 0.49
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO)
C8H10NO*
DMSO

N  Param.: 20.24

sN Param.: 0.60
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
cyanamide anion (in DMSO)
*
DMSO

N  Param.: 20.33

sN Param.: 0.64
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
p-chlorophenolate (in DMSO)
C6H4ClKO*
DMSO

N  Param.: 20.34

sN Param.: 0.64
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in DMF)
C7H4F3O*
DMF

N  Param.: 20.37

sN Param.: 0.58
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
3-(4-methoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C11H12N2O*
THF

N  Param.: 20.41

sN Param.: 0.46
***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
azide ion (in DMSO)
N3-*
DMSO

N  Param.: 20.50

sN Param.: 0.59
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C10H10FO4S*
DMSO

N  Param.: 20.51

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
quinuclidine (in MeCN)
C7H13N*
MeCN

N  Param.: 20.54

sN Param.: 0.60
***Angew. Chem. Int. Ed. 2007, 46, 6176-6179
10.1002/anie.200701489
N-methyl-pyrrolidine (in MeCN)
*
MeCN

N  Param.: 20.59

sN Param.: 0.52
***J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
N-methyl-pyrrolidine (in CH2Cl2)
*
dichloromethane

N  Param.: 20.60

sN Param.: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO)
C15H25O3*
DMSO

N  Param.: 20.60

sN Param.: 0.63
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
anion of 2-nitropropane (in DMSO)
C3H6NO2-*
DMSO

N  Param.: 20.61

sN Param.: 0.69
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
MeSO-CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 20.61

sN Param.: 0.64
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
p-methoxyphenolate (in MeCN)
C7H7KO2*
MeCN

N  Param.: 20.62

sN Param.: 0.69
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)
C7H10FO4*
DMSO

N  Param.: 20.63

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2,4-dimethyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 20.69

sN Param.: 0.60
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
anion of nitromethane (in DMSO)
CH2NO2-*
DMSO

N  Param.: 20.71

sN Param.: 0.60
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F6O2S-*
MeOH-MeCN mix

N  Param.: 20.72

sN Param.: 0.58
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C42H59N3*
THF

N  Param.: 20.78

sN Param.: 0.61
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
N,N-dimethyl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 20.93

sN Param.: 0.69
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
1,3-di-tert-butyl-2,3-dihydro-1H-benzo[d][1,3,2]diazaphosphole (in MeCN)
C14H23N2P*
MeCN

N  Param.: 20.93

sN Param.: 0.43
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
glutathione GSH(NH3+/S-)
*
water

N  Param.: 20.97

sN Param.: 0.56
***Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
o,o'-di-tert-butylphenolate (in DMSO)
C14H21KO*
DMSO

N  Param.: 21.02

sN Param.: 0.59
**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
2-methyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 21.03

sN Param.: 0.50
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
Me2S=CH(4-CN-C6H4) (in DMSO)
*
DMSO

N  Param.: 21.07

sN Param.: 0.68
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
imidazole anion (in DMSO)
*
DMSO

N  Param.: 21.09

sN Param.: 0.51
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
anion of diethyl methylmalonate (in DMSO)
C8H13O4-*
DMSO

N  Param.: 21.13

sN Param.: 0.68
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
thioacetate (in MeCN)
*
MeCN

N  Param.: 21.20

sN Param.: 0.63
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
Me2S(O)=CH2 (in DMSO)
*
DMSO

N  Param.: 21.29

sN Param.: 0.47
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
4-methyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 21.29

sN Param.: 0.51
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
m-nitrophenolate (in DMSO)
C6H4NO3*
DMSO

N  Param.: 21.29

sN Param.: 0.54
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
4-(trifluoromethyl)thiophenolate (in DMSO)
C7H4F3S-*
DMSO

N  Param.: 21.30

sN Param.: 0.86
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C35H39F6N3*
THF

N  Param.: 21.36

sN Param.: 0.42
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
3-mesityl-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C13H16N2*
THF

N  Param.: 21.50

sN Param.: 0.45
***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
anion of nitroethane (in DMSO)
C2H4NO2*
DMSO

N  Param.: 21.54

sN Param.: 0.62
***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C15H17N2O*
DMSO

N  Param.: 21.61

sN Param.: 0.58
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
p-(trifluoromethyl)phenolate (in MeCN)
C7H4F3KO*
MeCN

N  Param.: 21.69

sN Param.: 0.53
**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in MeCN)
C10H13KO*
MeCN

N  Param.: 21.70

sN Param.: 0.58
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF)
C21H24N2*
THF

N  Param.: 21.72

sN Param.: 0.45
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
morpholin-1-yl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 21.72

sN Param.: 0.64
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
3-(trifluoromethyl)thiophenolate (in DMSO)
C7H4F3S-*
DMSO

N  Param.: 21.75

sN Param.: 0.86
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
p-(trifluoromethyl)phenolate (in DMF)
C7H4F3KO*
DMF

N  Param.: 22.05

sN Param.: 0.53
**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
anion of nitroethane (in DMF)
C2H4NO2- *
DMF

N  Param.: 22.21

sN Param.: 0.48
***Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
1,3-Bis(2,6-diisopropylphenyl)-4-methylene-5-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H40F3N3*
THF

N  Param.: 22.30

sN Param.: 0.49
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-oxazolidin-2-one anion (in DMSO)
*
DMSO

N  Param.: 22.40

sN Param.: 0.59
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
pyrrolidin-1-yl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 22.40

sN Param.: 0.63
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
1,1-dimethylhydrazine (in MeCN)
*
MeCN

N  Param.: 22.41

sN Param.: 0.45
***Angew. Chem. Int. Ed. 2012, 51, 1353-1356
10.1002/anie.201107315
m-nitrophenolate (in DMF)
C6H4NO3*
DMF

N  Param.: 22.41

sN Param.: 0.54
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
3-chlorothiophenolate (in DMSO)
C6H4ClS-*
DMSO

N  Param.: 22.50

sN Param.: 0.78
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
naphthalene-2-thiolate (in DMSO)
 C10H7S-*
DMSO

N  Param.: 22.55

sN Param.: 0.83
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
anion of (4-CN-C6H4)CH2SO2Ph (in DMSO)
C14H10NO2S-*
DMSO

N  Param.: 22.60

sN Param.: 0.57
***Org. Biomol. Chem. 2008, 6, 3052-3058
10.1039/b805604h
2-sulfidoacetate (in water)
C2H2O2S*
water

N  Param.: 22.62

sN Param.: 0.43
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
m-(trifluoromethyl)phenolate (in DMSO)
C7H4F3O*
DMSO

N  Param.: 22.62

sN Param.: 0.51
**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
(S)-4-benzyl-1,3-oxazolidin-2-one anion (in DMSO)
*
DMSO

N  Param.: 22.67

sN Param.: 0.54
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
4-bromothiophenolate (in DMSO)
C6H4BrS-*
DMSO

N  Param.: 22.80

sN Param.: 0.78
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
1,3-bis(2,6-diisopropylphenyl)-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C33H41N3*
THF

N  Param.: 22.80

sN Param.: 0.60
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
anion of diethyl 2-butylmalonate (in DMSO)
C11H19O4*
DMSO

N  Param.: 23.00

sN Param.: 0.55
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
3-(2,6-dimethoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C12H14N2O2*
THF

N  Param.: 23.00

sN Param.: 0.46
***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
trimethylamine (in MeCN)
*
MeCN

N  Param.: 23.05

sN Param.: 0.45
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
anion of 1,2-diphenylethanone (in DMSO)
C14H11O*
DMSO

N  Param.: 23.15

sN Param.: 0.60
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
m-(trifluoromethyl)phenolate (in MeCN)
*
MeCN

N  Param.: 23.20

sN Param.: 0.51
*J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
2-(pyrid-4-yl)CH(-)CO2Et (in DMSO)
C9H10NO2*
DMSO

N  Param.: 23.27

sN Param.: 0.70
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF)
C21H26N2*
THF

N  Param.: 23.35

sN Param.: 0.40
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
thiophenolate (in DMSO)
C6H5S-*
DMSO

N  Param.: 23.36

sN Param.: 0.74
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
m-(trifluoromethyl)phenolate (in DMF)
C7H4F3O*
DMF

N  Param.: 23.40

sN Param.: 0.51
*J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
cysteine (dianionic, in water, S-nucleophile!)
C3H5NO2S*
water

N  Param.: 23.43

sN Param.: 0.42
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
cysteine (dianionic, in water)
C3H5NO2S*
water

N  Param.: 23.43

sN Param.: 0.42
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
1,3-Bis(2,6-diisopropylphenyl)-5-(4-methoxyphenyl)-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H43N3O*
THF

N  Param.: 23.55

sN Param.: 0.56
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
4-methylpiperazin-1-yl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 23.61

sN Param.: 0.57
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
2-(4-CN-C6H4)CH(-)CO2Et (in DMSO)
C11H10NO2*
DMSO

N  Param.: 23.64

sN Param.: 0.65
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
lithium indenide (in DMSO)
C9H7Li*
DMSO

N  Param.: 23.66

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
sodium indenide (in DMSO)
C9H7Na*
DMSO

N  Param.: 23.74

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
piperidin-1-yl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 23.84

sN Param.: 0.57
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
bromo(phenylsulfonyl)methanide (in DMSO)
C7H6BrO2S*
DMSO

N  Param.: 23.90

sN Param.: 0.62
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
potassium indenide (in DMSO)
C9H7K*
DMSO

N  Param.: 24.16

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
anion of (4-CF3-C6H4)CH2SO2Ph (in DMSO)
C14H10F3O2S-*
DMSO

N  Param.: 24.30

sN Param.: 0.51
***Org. Biomol. Chem. 2008, 6, 3052-3058
10.1039/b805604h
4-methylthiophenolate (in DMSO)
C7H7S-*
DMSO

N  Param.: 24.35

sN Param.: 0.69
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
1,3-bis(2,6-diisopropylphenyl)-5-methyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C28H39N3*
THF

N  Param.: 24.86

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO)
C7H5ClNO4S*
DMSO

N  Param.: 24.88

sN Param.: 0.49
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
4-methoxythiophenolate (in DMSO)
C7H7OS-*
DMSO

N  Param.: 24.97

sN Param.: 0.68
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
anion of 1-phenylpropan-2-one (in DMSO)
C9H9O*
DMSO

N  Param.: 24.99

sN Param.: 0.60
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 4-cyanobenzyl-CN (in DMSO)
C9H5N2-*
DMSO

N  Param.: 25.11

sN Param.: 0.54
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 2-(4-CN-C6H4)propionitrile (in DMSO)
C10H7N2-*
DMSO

N  Param.: 25.35

sN Param.: 0.56
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
m-nitrophenolate (in MeCN)
C6H4NO3*
MeCN

N  Param.: 25.51

sN Param.: 0.43
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN)
C10H21N2P*
MeCN

N  Param.: 25.54

sN Param.: 0.35
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO)
C8H5ClNO2S*
DMSO

N  Param.: 25.59

sN Param.: 0.51
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
anion of (benzylsulfonyl)benzene (in DMSO)
C13H11O2S*
DMSO

N  Param.: 25.77

sN Param.: 0.56
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
cyano(pyridin-1-ium-1-yl)methanide (in DMSO)
C7H7N2*
DMSO

N  Param.: 25.94

sN Param.: 0.42
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF)
C34H31N*
THF

N  Param.: 26.16

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2024, , e202318283
10.1002/anie.202318283
chloro(phenylsulfonyl)methanide (in DMF)
C7H6ClO2S *
DMF

N  Param.: 26.64

sN Param.: 0.64
-Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
C9H12NO2*
DMSO

N  Param.: 26.71

sN Param.: 0.37
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
chloro((4-chlorophenyl)sulfonyl)methanide (in DMSO)
C7H5Cl2O2S*
DMSO

N  Param.: 26.90

sN Param.: 0.45
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
DMSO

N  Param.: 26.95

sN Param.: 0.52
***Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
anion of 4-(trifluoromethyl)benzyl-CN (in DMSO)
C9H5F3N-*
DMSO

N  Param.: 27.28

sN Param.: 0.50
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
2-(diethylamino)-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
C11H17N2O*
DMSO

N  Param.: 27.45

sN Param.: 0.38
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
2-PhCH(-)CO2Et (in DMSO)
C10H11O2*
DMSO

N  Param.: 27.54

sN Param.: 0.57
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
2-(3-Cl-C6H4)CH(-)CO2Et (in DMSO)
C10H10ClO2*
DMSO

N  Param.: 27.57

sN Param.: 0.53
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
2-(4-Br-C6H4)CH(-)CO2Et (in DMSO)
C10H10BrO2*
DMSO

N  Param.: 27.62

sN Param.: 0.53
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
2-(tert-butoxy)-1-((diphenylmethylene)amino)-2-oxoethan-1-ide (in DMSO)
C19H20NO2-*
DMSO

N  Param.: 27.77

sN Param.: 0.47
***Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
chloro(phenylsulfonyl)methanide (in DMSO)
C7H6ClO2S*
DMSO

N  Param.: 28.27

sN Param.: 0.42
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
anion of 2-phenyl-propionitrile (in DMSO)
C9H8N-*
DMSO

N  Param.: 28.95

sN Param.: 0.58
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
DMSO

N  Param.: 29.02

sN Param.: 0.49
**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
DMSO

N  Param.: 29.10

sN Param.: 0.50
*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
cyano((diphenylmethylene)amino)methanide
*
DMSO

N  Param.: 29.50

sN Param.: 0.50
*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1,3-Diisopropyl-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C15H21N3*
THF

N  Param.: 30.25

sN Param.: 0.54
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO)
*
DMSO

N  Param.: 30.82

sN Param.: 0.41
**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
5-(tert-Butyl)-1,3-diisopropyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C13H25N3*
THF

N  Param.: 31.92

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790