Aliphatic amines
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one   |
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  |
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  |
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  |
MeCN | N Param.: 8.76 sN Param.: 0.89 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-tritylpyrrolidine  |
MeCN | N Param.: 9.16 sN Param.: 1.39 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
ammonia (in water)  |
water | N Param.: 9.48 sN Param.: 0.59 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
(S)-2-(azidodiphenylmethyl)pyrrolidine  |
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)  |
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)  |
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  |
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)  |
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  |
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)  |
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)  |
DMSO | N Param.: 12.15 sN Param.: 0.65 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
propargylamine (in water)  |
water | N Param.: 12.29 sN Param.: 0.59 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
glycineamide (in water)  |
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)  |
water | N Param.: 12.61 sN Param.: 0.58 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
ethylamine (in water)  |
water | N Param.: 12.87 sN Param.: 0.58 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
diethanolamine (in water)  |
water | N Param.: 13.00 sN Param.: 0.61 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
allylamine (in water)  |
water | N Param.: 13.21 sN Param.: 0.54 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
ethanolamine (in 91M9AN)  |
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)  |
water | N Param.: 13.28 sN Param.: 0.58 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
n-propylamine (in water)  |
water | N Param.: 13.33 sN Param.: 0.56 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
2-phenylethylamine (in water)  |
water | N Param.: 13.40 sN Param.: 0.57 |
|
ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 |
n-propylamine (in 91M9AN)  |
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)  |
water | N Param.: 13.44 sN Param.: 0.55 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
benzylamine (in 91M9AN)  |
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)  |
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  |
MeCN | N Param.: 13.57 sN Param.: 0.53 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
diethanolamine (in 91M9AN)  |
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)  |
water | N Param.: 13.85 sN Param.: 0.53 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
2,2-dimethylpyrrolidine  |
MeCN | N Param.: 13.96 sN Param.: 0.76 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-(triphenylsilyl)pyrrolidine  |
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)  |
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)  |
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)  |
water | N Param.: 14.68 sN Param.: 0.53 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methyl L-prolinate  |
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  |
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 |