Aliphatic amines
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 |
n-propylamine (in water) |
water | N Param.: 13.33 sN Param.: 0.56 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
ethyl glycinate (in DMSO) |
DMSO | N Param.: 14.30 sN Param.: 0.67 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
n-propylamine (in DMSO) |
DMSO | N Param.: 15.70 sN Param.: 0.64 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
morpholine (in DMSO) |
DMSO | N Param.: 16.96 sN Param.: 0.67 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
piperidine (in DMSO) |
DMSO | N Param.: 17.19 sN Param.: 0.71 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
pyrrolidine (in 91M9AN) |
MeOH-MeCN mix | N Param.: 15.97 sN Param.: 0.63 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
piperidine (in 91M9AN) |
MeOH-MeCN mix | N Param.: 15.63 sN Param.: 0.64 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
morpholine (in 91M9AN) |
MeOH-MeCN mix | N Param.: 15.40 sN Param.: 0.64 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
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 |
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 |
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 |
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-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 |
ammonia (in water) |
water | N Param.: 9.48 sN Param.: 0.59 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methylamine (in water) |
water | N Param.: 13.85 sN Param.: 0.53 | | 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 |
isopropylamine (in water) |
water | N Param.: 12.00 sN Param.: 0.56 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
tert-butylamine (in water) |
water | N Param.: 10.48 sN Param.: 0.65 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
dimethylamine (in water) |
water | N Param.: 17.12 sN Param.: 0.50 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
diethylamine (in water) |
water | N Param.: 14.68 sN Param.: 0.53 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
pyrrolidine (in water) |
water | N Param.: 17.21 sN Param.: 0.49 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
piperidine (in water) |
water | N Param.: 18.13 sN Param.: 0.44 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
morpholine (in water) |
water | N Param.: 15.62 sN Param.: 0.54 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
piperazine (in water) |
water | N Param.: 17.22 sN Param.: 0.50 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
perhydroazepine (in water) |
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) |
water | N Param.: 12.61 sN Param.: 0.58 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
ethylenediamine (in water) |
water | N Param.: 13.28 sN Param.: 0.58 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
propargylamine (in water) |
water | N Param.: 12.29 sN Param.: 0.59 | | 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 |
benzylamine (in water) |
water | N Param.: 13.44 sN Param.: 0.55 | | 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 |
N-methyl-glycinenitrile (in water) |
water | N Param.: 13.50 sN Param.: 0.59 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methyl glycinate (in water) |
water | N Param.: 12.08 sN Param.: 0.60 | | 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 |
1,3-diaminopropane (in water) |
water | N Param.: 14.02 sN Param.: 0.54 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
DABCO (in MeCN) |
MeCN | N Param.: 18.80 sN Param.: 0.70 | | Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489 |
quinuclidine (in MeCN) |
MeCN | N Param.: 20.54 sN Param.: 0.60 | | Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489 |
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 |
2,2,2-trifluoroethylamine (in MeCN) |
MeCN | N Param.: 10.13 sN Param.: 0.75 | | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
tert-butylamine (in MeCN) |
MeCN | N Param.: 12.35 sN Param.: 0.72 | | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
isopropylamine (in MeCN) |
MeCN | N Param.: 13.77 sN Param.: 0.70 | | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
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 |
allylamine (in MeCN) |
MeCN | N Param.: 14.37 sN Param.: 0.66 | | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
n-propylamine (in MeCN) |
MeCN | N Param.: 15.11 sN Param.: 0.63 | | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
n-butylamine (in MeCN) |
MeCN | N Param.: 15.27 sN Param.: 0.63 | | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
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 MeCN) |
MeCN | N Param.: 15.10 sN Param.: 0.73 | | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
morpholine (in MeCN) |
MeCN | N Param.: 15.65 sN Param.: 0.74 | | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
piperidine (in MeCN) |
MeCN | N Param.: 17.35 sN Param.: 0.68 | | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
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 |
triethylamine (in MeCN) |
MeCN | N Param.: 17.10 sN Param.: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
triethylamine (in CH2Cl2) |
dichloromethane | N Param.: 17.30 sN Param.: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
N-methyl-pyrrolidine (in MeCN) |
MeCN | N Param.: 20.59 sN Param.: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
N-methyl-pyrrolidine (in CH2Cl2) |
dichloromethane | N Param.: 20.60 sN Param.: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
N-methyl-piperidine (in MeCN) |
MeCN | N Param.: 18.72 sN Param.: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
N-methyl-piperidine (in CH2Cl2) |
dichloromethane | N Param.: 18.90 sN Param.: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
N-methyl-morpholine (in MeCN) |
MeCN | N Param.: 16.80 sN Param.: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
N-methyl-morpholine (in CH2Cl2) |
dichloromethane | N Param.: 16.50 sN Param.: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
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-phenylethylamine (in water) |
water | N Param.: 13.40 sN Param.: 0.57 | | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 |
1-methyl-2-phenylpyrrolidine (in CH2Cl2) |
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) |
MeCN | N Param.: 15.70 sN Param.: 0.54 | | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 |
prolinate (in MeCN) |
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) |
MeCN | N Param.: 16.78 sN Param.: 0.71 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
pyrrolidine (inMeCN) |
MeCN | N Param.: 18.58 sN Param.: 0.61 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(R)-2-isopropylpyrrolidine |
MeCN | N Param.: 16.44 sN Param.: 0.71 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
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-benzylpyrrolidine |
MeCN | N Param.: 17.43 sN Param.: 0.66 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-benzhydrylpyrrolidine |
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 |
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 |
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 |
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 |
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 |
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 |
MeCN | N Param.: 16.50 sN Param.: 0.71 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-(trifluoromethyl)pyrrolidine |
MeCN | N Param.: 11.34 sN Param.: 0.73 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
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)-N,N-dimethylpyrrolidine-2-carboxamide |
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 |
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 |
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 |
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 |
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 |
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 |
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 |
MeCN | N Param.: 17.50 sN Param.: 0.64 | | 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 |
(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 |
(S)-diphenyl(pyrrolidin-2-yl)methanol |
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 |
MeCN | N Param.: 9.90 sN Param.: 1.22 | | 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 |