Mayr's Database of Reactivity Parameters

Aliphatic amines

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole
C8H13N3 *
MeCN

N  Param.: 15.55

sN Param.: 0.69
*** J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
morpholine (in water)
C4H9NO *
water

N  Param.: 15.62

sN Param.: 0.54
*** 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
morpholine (in MeCN)
*
MeCN

N  Param.: 15.65

sN Param.: 0.74
*** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
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
1-methyl-2-phenylpyrrolidine (in MeCN)
C11H15N *
MeCN

N  Param.: 15.70

sN Param.: 0.54
*** J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
(S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione
C13H14N2O2 *
MeCN

N  Param.: 15.90

sN Param.: 0.77
*** J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
pyrrolidine (in 91M9AN)
C4H9N *
MeOH-MeCN mix

N  Param.: 15.97

sN Param.: 0.63
*** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
ethanolamine (in DMSO)
*
DMSO

N  Param.: 16.07

sN Param.: 0.61
*** J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
(S)-diphenyl(pyrrolidin-2-yl)methanol
C17H19NO *
MeCN

N  Param.: 16.18

sN Param.: 0.56
*** J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877