Mayr's Database of Reactivity Parameters

Nucleophiles

4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 Found 1357 molecules, displaying page 8 of 14 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
dibutylsulfide (in CH2Cl2)
C8H18S*
dichloromethane

N  Param.: 11.86

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

N  Param.: 11.88

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

N  Param.: 11.90

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

N  Param.: 11.94

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

N  Param.: 11.95

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

N  Param.: 11.99

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

N  Param.: 12.00

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

N  Param.: 12.00

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

N  Param.: 12.00

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

N  Param.: 12.02

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

N  Param.: 12.03

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

N  Param.: 12.03

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

N  Param.: 12.05

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

N  Param.: 12.06

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

N  Param.: 12.06

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

N  Param.: 12.06

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

N  Param.: 12.08

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

N  Param.: 12.09

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

N  Param.: 12.10

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

N  Param.: 12.13

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

N  Param.: 12.15

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

N  Param.: 12.19

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

N  Param.: 12.20

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

N  Param.: 12.20

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

N  Param.: 12.21

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

N  Param.: 12.23

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

N  Param.: 12.26

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

N  Param.: 12.26

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

N  Param.: 12.26

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

N  Param.: 12.27

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

N  Param.: 12.29

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

N  Param.: 12.29

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

N  Param.: 12.29

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

N  Param.: 12.31

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

N  Param.: 12.32

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

N  Param.: 12.34

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

N  Param.: 12.35

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

N  Param.: 12.35

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

N  Param.: 12.39

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

N  Param.: 12.40

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

N  Param.: 12.43

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

N  Param.: 12.44

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

N  Param.: 12.46

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

N  Param.: 12.47

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

N  Param.: 12.49

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

N  Param.: 12.50

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

N  Param.: 12.51

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

N  Param.: 12.51

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

N  Param.: 12.55

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

N  Param.: 12.56

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

N  Param.: 12.58

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

N  Param.: 12.60

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

N  Param.: 12.61

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

N  Param.: 12.64

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

N  Param.: 12.66

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

N  Param.: 12.69

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

N  Param.: 12.70

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

N  Param.: 12.71

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

N  Param.: 12.75

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

N  Param.: 12.75

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

N  Param.: 12.79

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

N  Param.: 12.80

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

N  Param.: 12.80

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

N  Param.: 12.87

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

N  Param.: 12.90

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

N  Param.: 12.90

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

N  Param.: 12.90

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

N  Param.: 12.91

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

N  Param.: 12.92

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

N  Param.: 12.92

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

N  Param.: 12.95

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

N  Param.: 12.96

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

N  Param.: 12.96

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

N  Param.: 12.98

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

N  Param.: 12.99

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

N  Param.: 13.00

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

N  Param.: 13.00

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

N  Param.: 13.00

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

N  Param.: 13.00

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

N  Param.: 13.01

sN Param.: 0.58
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
O-HyperBTM (in CH2Cl2)
C19H20N2O*
dichloromethane

N  Param.: 13.01

sN Param.: 0.73
***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
asparagine (anionic, in water)
C4H7N2O3*
water

N  Param.: 13.03

sN Param.: 0.53
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
BTM (in CH2Cl2)
C15H12N2S*
dichloromethane

N  Param.: 13.06

sN Param.: 0.73
***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
anion of p-tolylnitromethane (in water)
C8H8NO2-*
water

N  Param.: 13.09

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

N  Param.: 13.09

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

N  Param.: 13.10

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

N  Param.: 13.11

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

N  Param.: 13.12

sN Param.: 0.69
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
7-MeO-BTM (in CH2Cl2)
C16H14N2OS*
dichloromethane

N  Param.: 13.15

sN Param.: 0.75
***Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
serine (anionic, in water)
C3H6NO3*
water

N  Param.: 13.16

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

N  Param.: 13.16

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

N  Param.: 13.19

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

N  Param.: 13.19

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

N  Param.: 13.20

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

N  Param.: 13.20

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

N  Param.: 13.21

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

N  Param.: 13.23

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

N  Param.: 13.23

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

N  Param.: 13.24

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

N  Param.: 13.24

sN Param.: 0.67
***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247