Mayr's Database of Reactivity Parameters

Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
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
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
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
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
cysteine (dianionic, in water)
C3H5NO2S*
water

N  Param.: 23.43

sN Param.: 0.42
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
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
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
((dimethylsilyl)methyl)trimethylsilane
C6H18Si2*
dichloromethane

N  Param.: 4.86

sN Param.: 0.64
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
((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
(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
(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
(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
(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
(1S)-(-)-alpha-pinene
C10H16*
dichloromethane

N  Param.: 0.68

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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
(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
(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
(2-methylallyl)benzene
C10H12*
dichloromethane

N  Param.: 0.25

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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
(2-methylallyl)tributylstannane
C16H34Sn*
dichloromethane

N  Param.: 7.48

sN Param.: 0.89
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(2-methylallyl)trichlorosilane
C4H7Cl3Si*
dichloromethane

N  Param.: -0.57

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

N  Param.: 4.41

sN Param.: 0.96
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(2-methylallyl)triphenylgermane
C22H22Ge*
dichloromethane

N  Param.: 4.67

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(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-methylallyl)triphenylstannane
C22H22Sn*
dichloromethane

N  Param.: 5.13

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(2-methylallyl)tris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 4.63

sN Param.: 0.87
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(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
(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
(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
(3-chlorobenzyl)dimethylsilane
C9H13ClSi*
dichloromethane

N  Param.: 1.30

sN Param.: 0.75
-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
(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
(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
(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
(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
(4-chlorophenyl)dimethylsilane
C8H11ClSi*
dichloromethane

N  Param.: 3.05

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(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
(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
(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
(4-methoxyphenyl)dimethylsilane
C9H14OSi*
dichloromethane

N  Param.: 4.23

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(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
(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
(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
(5-methyl-furan-2-yl) trifluoroborate
*
MeCN

N  Param.: 7.66

sN Param.: 1.04
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
(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
(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
(bis(trimethylsiloxy)amino)styrene
C14H25NO2Si2*
dichloromethane

N  Param.: 4.80

sN Param.: 0.86
*J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
(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
(chloromethyl)dimethylsilane
C3H9ClSi*
dichloromethane

N  Param.: 0.80

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(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
(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
(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
(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)-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
(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
(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
(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
(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
(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
(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
(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
(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
(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
(E)-4-styrylmorpholine
*
MeCN

N  Param.: 11.66

sN Param.: 0.83
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(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
(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
(E)-but-2-ene
C4H8*
dichloromethane

N  Param.: -2.45

sN Param.: 1.10
*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
(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
(E)-propenylbenzene
C9H10*
dichloromethane

N  Param.: -0.49

sN Param.: 1.18
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(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
(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
(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
(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
(p-bromophenyl)diazomethane
*
dichloromethane

N  Param.: 8.87

sN Param.: 0.82
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-cyanophenyl)diazomethane
*
dichloromethane

N  Param.: 7.66

sN Param.: 0.80
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-nitrophenyl)diazomethane
*
dichloromethane

N  Param.: 7.17

sN Param.: 0.83
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(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
(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
(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-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
(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
(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
(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
(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
(triisopropylsiloxy)ethene
C11H24OSi*
dichloromethane

N  Param.: 3.44

sN Param.: 0.94
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(trimethylsilyl)diazomethane
C4H10N2Si*
dichloromethane

N  Param.: 8.97

sN Param.: 0.75
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
(tris(trimethylsilyl)siloxy)ethene
*
dichloromethane

N  Param.: 4.01

sN Param.: 0.83
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(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
(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)-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
(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
(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
(Z)-1-(triisopropylsiloxy)propen
C12H26OSi*
dichloromethane

N  Param.: 3.87

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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
(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
(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
(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
(Z)-but-2-enyltrimethylsilane
C7H16Si*
dichloromethane

N  Param.: 1.69

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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
(Z)-phenylpropene
C9H10*
dichloromethane

N  Param.: -1.07

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
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
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
1,1,3,3-tetramethylguanidine
C5H13N3*
dichloromethane

N  Param.: 13.58

sN Param.: 0.77
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
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
1,1-diethoxyethene
C6H12O2*
dichloromethane

N  Param.: 9.81

sN Param.: 0.81
***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
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
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
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
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
1,1-dimethylsilepane
*
dichloromethane

N  Param.: -3.10

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

N  Param.: -2.10

sN Param.: 1.10
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,1-dimethylsilinane
C7H16Si*
dichloromethane

N  Param.: -2.40

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
1,2,3,5,6,7-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
1,2,3-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
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
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
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
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
1,2-dimethylhydrazine (in MeCN)
*
MeCN

N  Param.: 16.15

sN Param.: 0.68
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
1,2-dimethylindole
C10H11N*
dichloromethane

N  Param.: 6.54

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
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
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
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
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
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
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
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
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
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
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
1,3-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
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
1,3-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
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
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
1,3-dimethoxybenzene
C8H10O2*
dichloromethane

N  Param.: 2.48

sN Param.: 1.09
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
1,3-dimethylimidazolidin-2-imine
C5H11N3*
dichloromethane

N  Param.: 12.46

sN Param.: 0.87
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
1,3-dioxepane
*
dichloromethane

N  Param.: -3.80

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
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
1,4-cyclohexadiene
C6H8*
dichloromethane

N  Param.: 0.09

sN Param.: 0.98
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
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
1,4-dihydronaphthalene
C10H10*
dichloromethane

N  Param.: -0.07

sN Param.: 1.03
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
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
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
1,4-pentadiene
C5H8*
dichloromethane

N  Param.: -2.99

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
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
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-((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[...]
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
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
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
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
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*

N  Param.: 29.10

sN Param.: 0.50
*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
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
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-(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
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-(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
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-(N-morpholino)cyclohexene
C10H17NO*
dichloromethane

N  Param.: 11.40

sN Param.: 0.83
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
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
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
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
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
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
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
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
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene
*
dichloromethane

N  Param.: 1.47

sN Param.: 0.89
***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
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
1-(phenylmethylamino)cyclohexene
C13H17N*
dichloromethane

N  Param.: 10.73

sN Param.: 0.81
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(phenylmethylamino)cyclopentene
C12H15N*
dichloromethane

N  Param.: 12.90

sN Param.: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
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-(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
1-(trimethylsiloxy)cycloheptene
C10H20OSi*
dichloromethane

N  Param.: 6.62

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)cyclohexene
C9H18OSi*
dichloromethane

N  Param.: 5.21

sN Param.: 1.00
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-(trimethylsiloxy)cyclooctene
C11H22OSi*
dichloromethane

N  Param.: 6.77

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)cyclopentene
C8H16OSi*
dichloromethane

N  Param.: 6.57

sN Param.: 0.93
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
1-(trimethylsilyl)-imidazole (in MeCN)
*
MeCN

N  Param.: 11.43

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-(triphenylsiloxy)cyclopentene
C23H22OSi*
dichloromethane

N  Param.: 5.76

sN Param.: 1.02
****Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
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-(tris(trimethylsilyl)siloxy)cyclohexene
*
dichloromethane

N  Param.: 5.07

sN Param.: 0.91
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
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
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
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
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
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
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
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
1-hexene
C6H12*
dichloromethane

N  Param.: -2.77

sN Param.: 1.41
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
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
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
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
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
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
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
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
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
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
1-methyl-benzimidazole (in MeCN)
*
MeCN

N  Param.: 10.37

sN Param.: 0.82
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-methyl-benzotriazole (in MeCN)
*
MeCN

N  Param.: 7.77

sN Param.: 0.76
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-methyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.90

sN Param.: 0.73
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-methyl-imidazole (in water)
*
water

N  Param.: 9.91

sN Param.: 0.55
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-methylcyclohexene
C7H12*
dichloromethane

N  Param.: 0.08

sN Param.: 1.15
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-methylcyclopentene
C6H10*
dichloromethane

N  Param.: 1.18

sN Param.: 1.17
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
1-methylsiletane
C4H10Si*
dichloromethane

N  Param.: 2.30

sN Param.: 0.75
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1-methylsilolane
C5H12Si*
dichloromethane

N  Param.: 2.20

sN Param.: 0.75
-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
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
1-phenyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.31

sN Param.: 0.67
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
2,2,2-trifluoroethylamine (in DMSO)
C2H4F3N*
DMSO

N  Param.: 12.15

sN Param.: 0.65
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
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
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
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
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
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
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
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
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
2,3-dihydrofuran
C4H6O*
dichloromethane

N  Param.: 4.37

sN Param.: 0.90
****Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
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
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
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
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
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
2,4,6-trimethylstyrene
C11H14*
dichloromethane

N  Param.: 0.68

sN Param.: 1.09
***Macromolecules 2005, 38, 33-40
10.1021/ma048389o
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
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
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
2,4-dimethylpyrrole
C6H9N*
MeCN

N  Param.: 10.67

sN Param.: 0.91
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
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
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
2,5-dimethylindole
C10H11N*
MeCN

N  Param.: 7.22

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
2,5-dimethylpyrrole
C6H9N*
MeCN

N  Param.: 8.01

sN Param.: 0.96
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
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
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
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
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-(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-(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
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-(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
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-(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
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[...]
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
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
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-(naphthylmethyl)quinuclidine (in MeCN)
*
MeCN

N  Param.: 15.66

sN Param.: 0.62
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
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
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
2-(pentamethyldisilyl)propene
C8H20Si2*
dichloromethane

N  Param.: -0.26

sN Param.: 0.95
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
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
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[...]
2-(tert.butyldimethylsiloxy)propene
*
dichloromethane

N  Param.: 5.58

sN Param.: 0.90
*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
2-(tributylstannyl)furan
C16H30OSn*
dichloromethane

N  Param.: 3.63

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tributylstannyl)thiophene
C16H30SSn*
dichloromethane

N  Param.: 1.53

sN Param.: 1.00
*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
2-(triisopropylsiloxy)propene
C12H26OSi*
dichloromethane

N  Param.: 5.38

sN Param.: 0.85
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
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-(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
2-(trimethylsiloxy)furan
C7H12O2Si*
dichloromethane

N  Param.: 7.22

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(trimethylsiloxy)propene
C6H14OSi*
dichloromethane

N  Param.: 5.41

sN Param.: 0.91
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(trimethylsilyl)furan
C7H12OSi*
dichloromethane

N  Param.: 2.16

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
2-(trimethylsilyl)thiophene
C7H12SSi*
dichloromethane

N  Param.: -0.80

sN Param.: 1.00
*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
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
2-(tris(trimethylsilyl)siloxy)propene
*
dichloromethane

N  Param.: 6.04

sN Param.: 0.82
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
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
2-Ac super-dmap (in MeCN)
*
MeCN

N  Param.: 15.39

sN Param.: 0.60
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
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
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
2-Bn super-dmap (in MeCN)
*
MeCN

N  Param.: 17.69

sN Param.: 0.57
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
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-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
2-chloropropene
C3H5Cl*
dichloromethane

N  Param.: -3.65

sN Param.: 1.97
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2-cyclopropylpropene
C6H10*
dichloromethane

N  Param.: 2.60

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-Et super-dmap (in MeCN)
*
MeCN

N  Param.: 16.81

sN Param.: 0.60
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
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
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
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
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
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
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
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
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
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
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
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
2-Me super-dmap (in MeCN)
*
MeCN

N  Param.: 16.65

sN Param.: 0.58
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
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
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
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
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
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-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
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-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
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
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
2-methyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.02

sN Param.: 0.85
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
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-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-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-methyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.74

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

N  Param.: 9.45

sN Param.: 0.54
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
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
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
2-methylfuran
C5H6O*
dichloromethane

N  Param.: 3.61

sN Param.: 1.11
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-methylindole
C9H9N*
MeCN

N  Param.: 6.91

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
2-methylpropene (isobutylene)
C4H8*
dichloromethane

N  Param.: 1.11

sN Param.: 0.98
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-methylthiophene
C5H6S*
dichloromethane

N  Param.: 1.35

sN Param.: 0.99
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
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
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
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-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-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
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
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
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-phenyl-allyltrimethylsilane
C12H18Si*
dichloromethane

N  Param.: 5.38

sN Param.: 0.89
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
2-phenyldioxolane
C9H10O2*
dichloromethane

N  Param.: -0.90

sN Param.: 0.80
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-phenylethylamine (in water)
C8H11N*
water

N  Param.: 13.40

sN Param.: 0.57
***ChemPlusChem 2015, 80, 1673-1679
10.1002/cplu.201500246
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
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
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
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
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
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
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
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
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
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% 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
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
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
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
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
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
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
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
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
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
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
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.[...]
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.[...]
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.[...]
3-(trihexylsilyl)cyclopentene
C23H46Si*
dichloromethane

N  Param.: 1.98

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
3-(trimethylsilyl)cyclopentene
C8H16Si*
dichloromethane

N  Param.: 1.77

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
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
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
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
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
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.[...]
3-methoxythiophene
C5H6OS*
MeCN

N  Param.: 3.06

sN Param.: 1.19
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
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
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
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
3-methylanisole
C8H10O*
dichloromethane

N  Param.: 0.13

sN Param.: 1.27
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
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
3-propylcyclopentene
C8H14*
dichloromethane

N  Param.: -0.88

sN Param.: 0.94
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
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
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
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
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
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
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
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
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
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
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
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-(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
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
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
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-(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
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
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
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
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-(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
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
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
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
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
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
4-chloroaniline (in MeCN)
C6H6ClN*
MeCN

N  Param.: 12.92

sN Param.: 0.60
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
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
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
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
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
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
4-methoxy-indole
C9H9NO*
MeCN

N  Param.: 5.41

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
4-methoxyaniline (in MeCN)
C7H9NO*
MeCN

N  Param.: 13.42

sN Param.: 0.73
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
4-methoxyaniline (in water)
C7H9NO*
water

N  Param.: 14.28

sN Param.: 0.68
***ChemPlusChem 2015, 80, 1673-1679
10.1002/cplu.201500246
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
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
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
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
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
4-methyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.79

sN Param.: 0.77
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
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
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
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
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
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
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-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-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
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
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
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
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
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
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-pyrrolidinopyridine (in H2O)
C9H12N2*
water

N  Param.: 12.39

sN Param.: 0.66
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
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
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
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
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
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
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
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
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
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
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
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
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
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
5-amino-indole
C8H8N2*
MeCN

N  Param.: 7.22

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
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
5-bromo-indole
C8H6BrN*
MeCN

N  Param.: 4.38

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-chloro-2-methylindole
C9H8ClN*
MeCN

N  Param.: 6.08

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-chloro-indole
C8H6ClN*
MeCN

N  Param.: 4.42

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-cyano-indole
C9H6N2*
MeCN

N  Param.: 2.83

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-hydroxy-indole
C8H7NO*
MeCN

N  Param.: 6.44

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-methoxy-2-methylindole
C10H11NO*
MeCN

N  Param.: 7.26

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-methoxy-benzimidazole (in DMSO)
*
DMSO

N  Param.: 11.00

sN Param.: 0.71
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
5-methoxy-indole
C9H9NO*
dichloromethane

N  Param.: 6.22

sN Param.: 1.12
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-methyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.69

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
5-methyl-indole
C9H9N*
MeCN

N  Param.: 6.00

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
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
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
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
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
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
6,6-dimethylfulvene
C8H10*
MeCN

N  Param.: 3.93

sN Param.: 0.88
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
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
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
6-methoxy-quinoline (in MeCN)
*
MeCN

N  Param.: 10.86

sN Param.: 0.66
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
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
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
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
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
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
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
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
7-azaindole
C7H6N2*
MeCN

N  Param.: 3.87

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
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
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
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
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
9,10-dihydroanthracene
C14H12*
dichloromethane

N  Param.: -0.86

sN Param.: 0.92
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
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
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
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
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
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
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
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
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
acetate (in 80A20W)
*
aq acetone

N  Param.: 12.50

sN Param.: 0.60
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
acetate (in 90A10W)
*
aq acetone

N  Param.: 12.71

sN Param.: 0.68
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
acetate (in MeCN)
*
MeCN

N  Param.: 16.90

sN Param.: 0.75
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
acetonitrile (in MeCN)
*
MeCN

N  Param.: 2.23

sN Param.: 0.84
***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
adenine anion (in DMSO)
*
DMSO

N  Param.: 18.00

sN Param.: 0.55
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
adenine anion (in water)
*
water

N  Param.: 10.93

sN Param.: 0.62
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
alanine (anionic, in water)
C3H6NO2*
water

N  Param.: 13.01

sN Param.: 0.58
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
allyl-tert.butyl-dimethylsilane
C9H20Si*
dichloromethane

N  Param.: 1.80

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allylamine (in MeCN)
*
MeCN

N  Param.: 14.37

sN Param.: 0.66
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
allylamine (in water)
C3H7N*
water

N  Param.: 13.21

sN Param.: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
allylbenzene
C9H10*
dichloromethane

N  Param.: -4.12

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
allylchlorodimethylsilane
C5H11ClSi*
dichloromethane

N  Param.: -0.57

sN Param.: 1.06
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
allyltri-n-butylsilane
C15H32Si*
dichloromethane

N  Param.: 2.09

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltributylstannane
C15H32Sn*
dichloromethane

N  Param.: 5.46

sN Param.: 0.89
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyltriethylsilane
C9H20Si*
dichloromethane

N  Param.: 1.93

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
allyltriisopropylsilane
C12H26Si*
dichloromethane

N  Param.: 2.04

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltrimethylsilane
C6H14Si*
dichloromethane

N  Param.: 1.68

sN Param.: 1.00
*****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
allyltriphenylsilane
C21H20Si*
dichloromethane

N  Param.: -0.13

sN Param.: 1.21
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyltriphenylstannane
C21H20Sn*
dichloromethane

N  Param.: 3.09

sN Param.: 0.90
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyltris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 1.95

sN Param.: 0.98
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
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
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
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
alpha-(pentamethyldisilyl)styrene
C13H22Si2*
dichloromethane

N  Param.: 0.61

sN Param.: 1.01
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
alpha-(trimethylsilyl)styrene
C11H16Si*
dichloromethane

N  Param.: -1.13

sN Param.: 1.46
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
alpha-methylstyrene
C9H10*
dichloromethane

N  Param.: 2.35

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

N  Param.: 11.39

sN Param.: 0.69
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
ammonia (in water)
H3N*
water

N  Param.: 9.48

sN Param.: 0.59
***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
aniline (in water)
C6H7N*
water

N  Param.: 12.99

sN Param.: 0.73
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
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
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
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
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
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
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
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
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
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
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
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 (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
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
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
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
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
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
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
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
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 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
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 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 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
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
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
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 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
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
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
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
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
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
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
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
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 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
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 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 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
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
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
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
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
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 acetylacetone (in water)
C5H7O2-*
water

N  Param.: 13.73

sN Param.: 0.64
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
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
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
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
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
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
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
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
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 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
anion of diethyl 2-phenylmalonate (in DMSO)
C13H16O4*
DMSO

N  Param.: 15.93

sN Param.: 0.99
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
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[...]
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
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
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
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[...]
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
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 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
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
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
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[...]
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
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
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[...]
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
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 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[...]
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
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 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[...]
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
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
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
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
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
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 nitromethane (in water)
CH2NO2-*
water

N  Param.: 12.06

sN Param.: 0.53
***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
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
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
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
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
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
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
anisole
C7H8O*
dichloromethane

N  Param.: -1.18

sN Param.: 1.20
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
arginine (betaine, in water)
C6H14N4O2*
water

N  Param.: 12.96

sN Param.: 0.57
***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
aspartate (dianionic, in water)
C4H5NO4*
water

N  Param.: 13.81

sN Param.: 0.53
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
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
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
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
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
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
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
azulene
C10H8*
MeCN

N  Param.: 6.66

sN Param.: 1.02
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
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
benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.50

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
benzimidazole anion (in DMSO)
*
DMSO

N  Param.: 19.13

sN Param.: 0.55
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
benzoate (in 90AN10W)
*
aq MeCN

N  Param.: 11.30

sN Param.: 0.72
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
benzoate (in MeCN)
*
MeCN

N  Param.: 16.82

sN Param.: 0.70
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
benzohydrazide (in MeCN)
*
MeCN

N  Param.: 12.49

sN Param.: 0.66
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
benzotriazole (in MeCN)
*
MeCN

N  Param.: 7.69

sN Param.: 0.76
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
benzotriazole anion (in DMSO)
*
DMSO

N  Param.: 16.29

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

N  Param.: 11.52

sN Param.: 0.67
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
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
benzyl isocyanide
C8H7N*
dichloromethane

N  Param.: 4.90

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
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
benzylamine (in DMSO)
*
DMSO

N  Param.: 15.28

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
benzylamine (in MeCN)
*
MeCN

N  Param.: 14.29

sN Param.: 0.67
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
benzylamine (in water)
C7H9N*
water

N  Param.: 13.44

sN Param.: 0.55
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
benzyldimethylsilane
C9H14Si*
dichloromethane

N  Param.: 2.78

sN Param.: 0.73
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
beta-(trimethylsilyl)styrene
C11H16Si*
dichloromethane

N  Param.: -0.43

sN Param.: 1.06
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
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
beta-piperidinium-peroxypropionate
*
water

N  Param.: 13.94

sN Param.: 0.62
***Eur. J. Org. Chem. 2018, , 6010-6017
10.1002/ejoc.201801158
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
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
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
bis(4-nitrophenyl)methanide (in DMSO)
C13H9N2O4-*
DMSO

N  Param.: 19.92

sN Param.: 0.67
***ARKIVOC 2008, (x), 37-53
http://www.arkat-usa[...]
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
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
borane-4-methoxypyridine-complex