Mayr's Database of Reactivity Parameters

Aliphatic amines

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
dimethylamine (in water)
C2H7N *
water

N  Param.: 17.12

sN Param.: 0.50
*** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
piperidine (in DMSO)
C5H11N *
DMSO

N  Param.: 17.19

sN Param.: 0.71
*** J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
pyrrolidine (in water)
C4H9N *
water

N  Param.: 17.21

sN Param.: 0.49
*** 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
(S)-pyrrolidin-2-ylmethanamine
C5H12N2 *
MeCN

N  Param.: 17.24

sN Param.: 0.67
*** J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
triethylamine (in CH2Cl2)
*
dichloromethane

N  Param.: 17.30

sN Param.: 0.52
* J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
piperidine (in MeCN)
*
MeCN

N  Param.: 17.35

sN Param.: 0.68
*** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
(S)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine
C7H16N2 *
MeCN

N  Param.: 17.41

sN Param.: 0.68
*** J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-benzylpyrrolidine
C11H15N *
MeCN

N  Param.: 17.43

sN Param.: 0.66
*** J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)urea
C14H15F6N3O *
MeCN

N  Param.: 17.50

sN Param.: 0.64
*** J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877