Mayr's Database of Reactivity Parameters

N-Nucleophiles

1 | 2 | 3 | 4 Found 319 molecules, displaying page 2 of 4 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
hydantoin anion (in DMSO)
*
DMSO

N  Param.: 17.52

sN Param.: 0.55
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
histidine (anionic, in water)
C6H8N3O2*
water

N  Param.: 13.83

sN Param.: 0.54
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
guanosine anion (in water)
*
water

N  Param.: 12.09

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

N  Param.: 11.63

sN Param.: 0.59
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
glycylglycylglycine (anionic, in water)
C6H10N3O4*
water

N  Param.: 12.26

sN Param.: 0.63
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glycylglycine (anionic, in water)
C4H7N2O3*
water

N  Param.: 12.91

sN Param.: 0.59
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glycinenitrile (in water)
*
water

N  Param.: 10.80

sN Param.: 0.61
***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
glycine (anionic, in water)
C2H4NO2*
water

N  Param.: 13.51

sN Param.: 0.58
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glutamine (anionic, in water)
C5H9N2O3*
water

N  Param.: 13.45

sN Param.: 0.54
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glutamate (dianionic, in water)
C5H7NO4*
water

N  Param.: 13.96

sN Param.: 0.54
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
gamma-aminobutyric acid (anionic, in water)
C4H8NO2*
water

N  Param.: 13.55

sN Param.: 0.56
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
formohydrazide (in MeCN)
*
MeCN

N  Param.: 10.35

sN Param.: 0.76
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
ethylenediamine (in water)
C2H8N2*
water

N  Param.: 13.28

sN Param.: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
ethylamine (in water)
C2H7N*
water

N  Param.: 12.87

sN Param.: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
ethyl N-acetylcarbamate anion (in DMSO)
*
DMSO

N  Param.: 15.99

sN Param.: 0.70
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
ethyl glycinate (in DMSO)
C4H9NO2*
DMSO

N  Param.: 14.30

sN Param.: 0.67
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
ethanolamine (in water)
C2H7NO*
water

N  Param.: 12.61

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

N  Param.: 14.11

sN Param.: 0.71
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
ethanolamine (in DMSO)
*
DMSO

N  Param.: 16.07

sN Param.: 0.61
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
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
dipropylamine (in MeCN)
*
MeCN

N  Param.: 14.51

sN Param.: 0.80
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
dimethylamine (in water)
C2H7N*
water

N  Param.: 17.12

sN Param.: 0.50
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
dimethylamine (in MeCN)
*
MeCN

N  Param.: 17.96

sN Param.: 0.63
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
diethylamine (in water)
C4H11N*
water

N  Param.: 14.68

sN Param.: 0.53
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
diethylamine (in MeCN)
*
MeCN

N  Param.: 15.10

sN Param.: 0.73
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
diethanolamine (in water)
C4H11NO2*
water

N  Param.: 13.00

sN Param.: 0.61
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
diethanolamine (in DMSO)
*
DMSO

N  Param.: 15.51

sN Param.: 0.70
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
diethanolamine (in 91M9AN)
C4H11NO2*
MeOH-MeCN mix

N  Param.: 13.71

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
diacetamide anion (in DMSO)
*
DMSO

N  Param.: 16.05

sN Param.: 0.70
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
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
DHPB (3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine)
*
dichloromethane

N  Param.: 13.86

sN Param.: 0.78
***J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
DBU (in THF)
*
THF

N  Param.: 16.12

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
DBU (in MeCN)
C9H16N2*
MeCN

N  Param.: 15.29

sN Param.: 0.70
***Chem. Commun. 2008, , 1792-1794
10.1039/b801811a
DBN (in MeCN)
C7H12N2*
MeCN

N  Param.: 16.28

sN Param.: 0.67
***Chem. Commun. 2008, , 1792-1794
10.1039/b801811a
DBN (in CH2Cl2)
*
dichloromethane

N  Param.: 15.50

sN Param.: 0.76
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
DABCO (in MeCN)
C6H12N2*
MeCN

N  Param.: 18.80

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2007, 46, 6176-6179
10.1002/anie.200701489
cysteine (dianionic, in water, S-nucleophile!)
C3H5NO2S*
water

N  Param.: 23.43

sN Param.: 0.42
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
cyanate (in MeCN)
CNO-*
MeCN

N  Param.: 13.60

sN Param.: 0.84
***Chem. Eur. J. 2008, 14, 3866-3868
10.1002/chem.200800314
cyanamide anion (in DMSO)
*
DMSO

N  Param.: 20.33

sN Param.: 0.64
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
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
benzylamine (in water)
C7H9N*
water

N  Param.: 13.44

sN Param.: 0.55
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
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 DMSO)
*
DMSO

N  Param.: 15.28

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

N  Param.: 11.52

sN Param.: 0.67
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
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 (in MeCN)
*
MeCN

N  Param.: 7.69

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

N  Param.: 12.49

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

N  Param.: 19.13

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

N  Param.: 10.50

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
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
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 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 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 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 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
aspartate (dianionic, in water)
C4H5NO4*
water

N  Param.: 13.81

sN Param.: 0.53
***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
arginine (betaine, in water)
C6H14N4O2*
water

N  Param.: 12.96

sN Param.: 0.57
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
aniline (in water)
C6H7N*
water

N  Param.: 12.99

sN Param.: 0.73
***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
ammonia (in water)
H3N*
water

N  Param.: 9.48

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

N  Param.: 11.39

sN Param.: 0.69
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
allylamine (in water)
C3H7N*
water

N  Param.: 13.21

sN Param.: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
allylamine (in MeCN)
*
MeCN

N  Param.: 14.37

sN Param.: 0.66
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
alanine (anionic, in water)
C3H6NO2*
water

N  Param.: 13.01

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

N  Param.: 10.93

sN Param.: 0.62
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
adenine anion (in DMSO)
*
DMSO

N  Param.: 18.00

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

N  Param.: 2.23

sN Param.: 0.84
***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
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
6-methoxy-quinoline (in MeCN)
*
MeCN

N  Param.: 10.86

sN Param.: 0.66
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
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-methoxy-benzimidazole (in DMSO)
*
DMSO

N  Param.: 11.00

sN Param.: 0.71
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
5,6-dimethyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 11.08

sN Param.: 0.71
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-pyrrolidinopyridine (in MeCN)
C9H12N2*
MeCN

N  Param.: 14.99

sN Param.: 0.69
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
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
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-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-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 DMSO)
*
DMSO

N  Param.: 18.97

sN Param.: 0.62
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
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-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-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-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-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-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-imidazole (in MeCN)
*
MeCN

N  Param.: 11.79

sN Param.: 0.77
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-methoxypyridine (in H2O)
C6H7NO*
water

N  Param.: 11.44

sN Param.: 0.68
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
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-methoxyaniline (in water)
C7H9NO*
water

N  Param.: 14.28

sN Param.: 0.68
***ChemPlusChem 2015, 80, 1673-1679
10.1002/cplu.201500246
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-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-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-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-chloroaniline (in MeCN)
C6H6ClN*
MeCN

N  Param.: 12.92

sN Param.: 0.60
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
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-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-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-acetamido-pyridine (in MeCN)
*
MeCN

N  Param.: 13.24

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