Mayr's Database of Reactivity Parameters

N-Nucleophiles

1 | 2 | 3 | 4 Found 309 molecules, displaying page 2 of 4 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
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-(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
semicarbazide (in water)
CH5N3O*
water

N  Param.: 11.05

sN Param.: 0.52
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
hydroxylamine (in water)
H3NO*
water

N  Param.: 11.41

sN Param.: 0.55
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
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
n-propylamine (in water)
C3H9N*
water

N  Param.: 13.33

sN Param.: 0.56
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
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
n-propylamine (in DMSO)
C3H9N*
DMSO

N  Param.: 15.70

sN Param.: 0.64
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
morpholine (in DMSO)
C4H9NO*
DMSO

N  Param.: 16.96

sN Param.: 0.67
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
piperidine (in DMSO)
C5H11N*
DMSO

N  Param.: 17.19

sN Param.: 0.71
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
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-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
benzylamine (in DMSO)
*
DMSO

N  Param.: 15.28

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

N  Param.: 15.51

sN Param.: 0.70
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
ethanolamine (in DMSO)
*
DMSO

N  Param.: 16.07

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

N  Param.: 2.23

sN Param.: 0.84
***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
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.: 18.52

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
2-tritylpyrrolidine
C23H23N*
MeCN

N  Param.: 9.16

sN Param.: 1.39
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(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
(S)-diphenyl(pyrrolidin-2-yl)methanol
C17H19NO*
MeCN

N  Param.: 16.18

sN Param.: 0.56
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-(azidodiphenylmethyl)pyrrolidine
C17H18N4*
MeCN

N  Param.: 9.90

sN Param.: 1.22
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-(triphenylsilyl)pyrrolidine
C22H23NSi*
MeCN

N  Param.: 14.00

sN Param.: 0.84
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one
C13H18N2O*
MeCN

N  Param.: 6.04

sN Param.: 0.92
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one
C15H22N2O*
MeCN

N  Param.: 5.44

sN Param.: 1.12
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one
C16H18N2O2*
MeCN

N  Param.: 8.76

sN Param.: 0.89
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(2R,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one
C16H18N2O2*
MeCN

N  Param.: 7.39

sN Param.: 1.00
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
ammonia (in water)
H3N*
water

N  Param.: 9.48

sN Param.: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
methylamine (in water)
CH5N*
water

N  Param.: 13.85

sN Param.: 0.53
***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
isopropylamine (in water)
C3H9N*
water

N  Param.: 12.00

sN Param.: 0.56
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
tert-butylamine (in water)
C4H11N*
water

N  Param.: 10.48

sN Param.: 0.65
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
dimethylamine (in water)
C2H7N*
water

N  Param.: 17.12

sN Param.: 0.50
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
diethylamine (in water)
C4H11N*
water

N  Param.: 14.68

sN Param.: 0.53
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
pyrrolidine (in water)
C4H9N*
water

N  Param.: 17.21

sN Param.: 0.49
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
piperidine (in water)
C5H11N*
water

N  Param.: 18.13

sN Param.: 0.44
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
morpholine (in water)
C4H9NO*
water

N  Param.: 15.62

sN Param.: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
piperazine (in water)
C4H10N2*
water

N  Param.: 17.22

sN Param.: 0.50
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
perhydroazepine (in water)
C6H13N*
water

N  Param.: 18.29

sN Param.: 0.46
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
glycinenitrile (in water)
*
water

N  Param.: 10.80

sN Param.: 0.61
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
ethanolamine (in water)
C2H7NO*
water

N  Param.: 12.61

sN Param.: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
ethylenediamine (in water)
C2H8N2*
water

N  Param.: 13.28

sN Param.: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
propargylamine (in water)
C3H5N*
water

N  Param.: 12.29

sN Param.: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
allylamine (in water)
C3H7N*
water

N  Param.: 13.21

sN Param.: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
benzylamine (in water)
C7H9N*
water

N  Param.: 13.44

sN Param.: 0.55
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
4-chloroaniline (in MeCN)
C6H6ClN*
MeCN

N  Param.: 12.92

sN Param.: 0.60
***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
aniline (in MeCN)
C6H7N*
MeCN

N  Param.: 12.64

sN Param.: 0.68
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
p-toluidine (in water)
C7H9N*
water

N  Param.: 13.00

sN Param.: 0.79
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
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-methoxyaniline (in MeCN)
C7H9NO*
MeCN

N  Param.: 13.42

sN Param.: 0.73
***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
N-methyl-glycinenitrile (in water)
C3H6N2*
water

N  Param.: 13.50

sN Param.: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
methyl glycinate (in water)
C3H7NO2*
water

N  Param.: 12.08

sN Param.: 0.60
***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
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
6-methoxy-quinoline (in MeCN)
*
MeCN

N  Param.: 10.86

sN Param.: 0.66
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
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
2-(naphthylmethyl)quinuclidine (in MeCN)
*
MeCN

N  Param.: 15.66

sN Param.: 0.62
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
quinine
*
dichloromethane

N  Param.: 10.46

sN Param.: 0.75
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
quinidine
*
dichloromethane

N  Param.: 10.54

sN Param.: 0.74
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
phthalimide anion (in DMSO)
*
DMSO

N  Param.: 15.52

sN Param.: 0.67
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
succinimide anion (in DMSO)
*
DMSO

N  Param.: 16.03

sN Param.: 0.66
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
maleimide anion (in DMSO)
*
DMSO

N  Param.: 14.87

sN Param.: 0.76
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
trifluoroacetamide anion (in DMSO)
*
DMSO

N  Param.: 15.81

sN Param.: 0.64
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
N-methyl-trifluoroacetamide anion (in DMSO)
*
DMSO

N  Param.: 15.70

sN Param.: 0.71
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
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