Mayr's Database of Reactivity Parameters

Aliphatic amines

1 | 2 | 3 « Back Found 104 molecules, displaying page 1 of 3 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(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
(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
(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
(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
2-tritylpyrrolidine
C23H23N*
MeCN

N  Param.: 9.16

sN Param.: 1.39
***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
(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
2,2,2-trifluoroethylamine (in MeCN)
*
MeCN

N  Param.: 10.13

sN Param.: 0.75
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
2,2,2-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
tert-butylamine (in water)
C4H11N*
water

N  Param.: 10.48

sN Param.: 0.65
***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
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
ammonia (in MeCN)
*
MeCN

N  Param.: 11.39

sN Param.: 0.69
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
isopropylamine (in water)
C3H9N*
water

N  Param.: 12.00

sN Param.: 0.56
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
(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
methyl glycinate (in water)
C3H7NO2*
water

N  Param.: 12.08

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

N  Param.: 12.35

sN Param.: 0.72
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
ethanolamine (in water)
C2H7NO*
water

N  Param.: 12.61

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
diethanolamine (in water)
C4H11NO2*
water

N  Param.: 13.00

sN Param.: 0.61
***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
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
ethylenediamine (in water)
C2H8N2*
water

N  Param.: 13.28

sN Param.: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
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
2-phenylethylamine (in water)
C8H11N*
water

N  Param.: 13.40

sN Param.: 0.57
***ChemPlusChem 2015, 80, 1673-1679
10.1002/cplu.201500246
n-propylamine (in 91M9AN)
C3H9N*
MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
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 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
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
(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
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
isopropylamine (in MeCN)
*
MeCN

N  Param.: 13.77

sN Param.: 0.70
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
methylamine (in water)
CH5N*
water

N  Param.: 13.85

sN Param.: 0.53
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
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-(triphenylsilyl)pyrrolidine
C22H23NSi*
MeCN

N  Param.: 14.00

sN Param.: 0.84
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
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
ethanolamine (in MeCN)
*
MeCN

N  Param.: 14.11

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

N  Param.: 14.29

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

N  Param.: 14.37

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

N  Param.: 14.51

sN Param.: 0.80
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
diethylamine (in water)
C4H11N*
water

N  Param.: 14.68

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

N  Param.: 15.10

sN Param.: 0.73
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925