Mayr's Database of Reactivity Parameters

N-Nucleophiles

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

N  Param.: 19.13

sN Param.: 0.55
***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
purine anion (in DMSO)
*
DMSO

N  Param.: 15.03

sN Param.: 0.77
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
theophylline anion (in DMSO)
*
DMSO

N  Param.: 14.78

sN Param.: 0.71
***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
uracil anion (in DMSO)
*
DMSO

N  Param.: 17.04

sN Param.: 0.63
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
thymine anion (in DMSO)
*
DMSO

N  Param.: 17.63

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

N  Param.: 16.36

sN Param.: 0.69
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
4-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
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
benzotriazole anion (in water)
*
water

N  Param.: 11.52

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

N  Param.: 11.00

sN Param.: 0.54
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
theophylline anion (in water)
*
water

N  Param.: 10.06

sN Param.: 0.71
***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
guanine anion (in water)
*
water

N  Param.: 11.63

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

N  Param.: 12.09

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

N  Param.: 10.75

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

N  Param.: 11.17

sN Param.: 0.51
***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
1,1,3,3-tetramethylguanidine
C5H13N3*
dichloromethane

N  Param.: 13.58

sN Param.: 0.77
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
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
1,3-dimethylimidazolidin-2-imine
C5H11N3*
dichloromethane

N  Param.: 12.46

sN Param.: 0.87
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
N-(1,3-dimethylimidazolidin-2-ylidene)-1-phenylmethanamine
C12H17N3*
dichloromethane

N  Param.: 14.00

sN Param.: 0.70
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
2,3,5,6-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
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-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine (MeTBD)
C8H15N3*
dichloromethane

N  Param.: 14.43

sN Param.: 0.81
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
2,3,4,6,7,8-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
DBN (in CH2Cl2)
*
dichloromethane

N  Param.: 15.50

sN Param.: 0.76
***ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
4-(dimethylamino)pyridine (in THF)
*
THF

N  Param.: 15.90

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
DBU (in THF)
*
THF

N  Param.: 16.12

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

N  Param.: 2.23

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

N  Param.: 13.46

sN Param.: 0.57
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
methylhydrazine (in water)
*
water

N  Param.: 17.23

sN Param.: 0.45
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
methylhydrazine (in MeCN)
*
MeCN

N  Param.: 17.73

sN Param.: 0.58
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
1,2-dimethylhydrazine (in MeCN)
*
MeCN

N  Param.: 16.15

sN Param.: 0.68
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
formohydrazide (in MeCN)
*
MeCN

N  Param.: 10.35

sN Param.: 0.76
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
N',N'-dimethylformohydrazide (in MeCN)
*
MeCN

N  Param.: 15.69

sN Param.: 0.51
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
tert-butyl hydrazinecarboxylate (in MeCN)
*
MeCN

N  Param.: 11.40

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

N  Param.: 12.49

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

N  Param.: 12.80

sN Param.: 0.63
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
N-methylhydroxylamine (in MeCN)
*
MeCN

N  Param.: 14.10

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

N  Param.: 11.39

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

N  Param.: 15.19

sN Param.: 0.68
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
dimethylamine (in MeCN)
*
MeCN

N  Param.: 17.96

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

N  Param.: 23.05

sN Param.: 0.45
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
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-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
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-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-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-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-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-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 MeCN)
C5H10N2*
MeCN

N  Param.: 14.43

sN Param.: 0.79
***Eur. J. Org. Chem. 2013, , 3369-3377
10.1002/ejoc.201300213
2-methyl-1,4,5,6-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-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
N-methyl-1-phenylmethanimine (in CH2Cl2)
C8H9N*
dichloromethane

N  Param.: 8.60

sN Param.: 0.77
***Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
N-phenylpropan-2-imine (in CH2Cl2)
C9H11N*
dichloromethane

N  Param.: 9.53

sN Param.: 0.85
***Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
N-(phenylmethyl)propan-2-imine (in CH2Cl2)
C10H13N*
dichloromethane

N  Param.: 11.13

sN Param.: 0.73
***Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
N-phenylcyclohexanimine (in CH2Cl2)
C12H15N*
dichloromethane

N  Param.: 8.80

sN Param.: 1.00
***Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
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
N-methylenepyrrolidin-1-amine (in CH2Cl2)
C5H10N2*
dichloromethane

N  Param.: 17.90

sN Param.: 0.48
***Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)pyridine
C22H21FN2*
dichloromethane

N  Param.: 14.57

sN Param.: 0.75
***Eur. J. Org. Chem. 2014, , 1202-1211
10.1002/ejoc.201301730
2-phenylethylamine (in water)
C8H11N*
water

N  Param.: 13.40

sN Param.: 0.57
***ChemPlusChem 2015, 80, 1673-1679
10.1002/cplu.201500246
nicotine (in CH2Cl2)
C10H14N2*
dichloromethane

N  Param.: 10.40

sN Param.: 1.04
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
nicotine (in MeCN)
C10H14N2*
MeCN

N  Param.: 11.60

sN Param.: 0.81
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
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
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
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
prolinate (in MeCN)
C5H8NO2-*
MeCN

N  Param.: 19.95

sN Param.: 0.68
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-methylpyrrolidine (in MeCN)
C5H11N*
MeCN

N  Param.: 16.78

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
pyrrolidine (inMeCN)
C4H9N*
MeCN

N  Param.: 18.58

sN Param.: 0.61
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(R)-2-isopropylpyrrolidine
C7H15N*
MeCN

N  Param.: 16.44

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2,2-dimethylpyrrolidine
C6H13N*
MeCN

N  Param.: 13.96

sN Param.: 0.76
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-benzylpyrrolidine
C11H15N*
MeCN

N  Param.: 17.43

sN Param.: 0.66
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-benzhydrylpyrrolidine
C17H19N*
MeCN

N  Param.: 16.61

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-pyrrolidin-2-ylmethanamine
C5H12N2*
MeCN

N  Param.: 17.24

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine
C7H16N2*
MeCN

N  Param.: 17.41

sN Param.: 0.68
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine
C9H18N2*
MeCN

N  Param.: 18.33

sN Param.: 0.64
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-(azidomethyl)pyrrolidine
C5H10N4*
MeCN

N  Param.: 15.43

sN Param.: 0.73
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-pyrrolidin-2-ylmethanol
C5H11NO*
MeCN

N  Param.: 16.74

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-(methoxymethyl)pyrrolidine
C6H13NO*
MeCN

N  Param.: 16.50

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-(trifluoromethyl)pyrrolidine
C5H8F3N*
MeCN

N  Param.: 11.34

sN Param.: 0.73
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
methyl L-prolinate
C6H11NO2*
MeCN

N  Param.: 14.75

sN Param.: 0.82
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-N,N-dimethylpyrrolidine-2-carboxamide
C7H14N2O*
MeCN

N  Param.: 17.61

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-N-propylpyrrolidine-2-carboxamide
C8H16N2O*
MeCN

N  Param.: 15.20

sN Param.: 0.73
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione
C13H14N2O2*
MeCN

N  Param.: 15.90

sN Param.: 0.77
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole
C13H16N4*
MeCN

N  Param.: 15.32

sN Param.: 0.72
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole
C8H13N3*
MeCN

N  Param.: 15.55

sN Param.: 0.69
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-3-butyl-1-(pyrrolidin-2-ylmethyl)-1H-imidazol-3-ium trifluoromethanesulfonate
C13H22F3N3O3S*
MeCN

N  Param.: 13.57

sN Param.: 0.53
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea
C14H15F6N3S*
MeCN

N  Param.: 14.97

sN Param.: 0.69
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)urea
C14H15F6N3O*
MeCN

N  Param.: 17.50

sN Param.: 0.64
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877