Mayr's Database of Reactivity Parameters

Aliphatic amines

For reactivities of structurally related compounds go to: Nucleophiles » N-Nucleophiles » Aliphatic amines

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
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-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-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-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
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
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-propylamine (in water)
C3H9N *
 water

N  Param.: 13.33

sN Param.: 0.56		 *** J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
perhydroazepine (in water)
C6H13N *
 water

N  Param.: 18.29

sN Param.: 0.46		 *** 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
piperidine (in 91M9AN)
C5H11N *
 MeOH-MeCN mix

N  Param.: 15.63

sN Param.: 0.64		 *** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542