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  | 



















































