Mayr's Database Of Reactivity Parameters
AK Prof. Mayr

Aliphatic amines

For reactivities of structurally related compounds go to: Nucleophiles » N-Nucleophiles
Found 73 Molecules.
Molecule Solvent Reactivity Parameters Classification Reference (sort by title or year)
image of molecule

1,3-diaminopropane (in water)
waterN  Parameter: 14.02
sN Parameter: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

1-aminopropan-2-ol (in DMSO)
DMSON  Parameter: 15.47
sN Parameter: 0.65
***J. Am. Chem. Soc. 2009, 131, 11392-11401
DOI: 10.1021/ja903207b
image of molecule

1-methyl-2-phenylpyrrolidine (in CH2Cl2)
dichloromethaneN  Parameter: 16.80
sN Parameter: 0.49
***J. Phys. Org. Chem. 2016, 29, 759-767
DOI: 10.1002/poc.3580
image of molecule

1-methyl-2-phenylpyrrolidine (in MeCN)
MeCNN  Parameter: 15.70
sN Parameter: 0.54
***J. Phys. Org. Chem. 2016, 29, 759-767
DOI: 10.1002/poc.3580
image of molecule

2,2,2-trifluoroethylamine (in 91M9AN)
MeOH-MeCN mixN  Parameter: 10.20
sN Parameter: 0.92
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
DOI: 10.1002/anie.200600542
image of molecule

2,2,2-trifluoroethylamine (in DMSO)
DMSON  Parameter: 12.15
sN Parameter: 0.65
***J. Am. Chem. Soc. 2003, 125, 286-295
DOI: 10.1021/ja021010y
image of molecule

2,2,2-trifluoroethylamine (in MeCN)
MeCNN  Parameter: 10.13
sN Parameter: 0.75
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

2-aminobutan-1-ol (in DMSO)
DMSON  Parameter: 14.39
sN Parameter: 0.67
***J. Am. Chem. Soc. 2009, 131, 11392-11401
DOI: 10.1021/ja903207b
image of molecule

2-phenylethylamine (in water)
waterN  Parameter: 13.40
sN Parameter: 0.57
***ChemPlusChem 2015, 80, 1673-1679
DOI: 10.1002/cplu.201500246
image of molecule

allylamine (in MeCN)
MeCNN  Parameter: 14.37
sN Parameter: 0.66
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

allylamine (in water)
waterN  Parameter: 13.21
sN Parameter: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

ammonia (in MeCN)
MeCNN  Parameter: 11.39
sN Parameter: 0.69
***J. Org. Chem. 2012, 77, 8142-8155
DOI: 10.1021/jo301497g
image of molecule

ammonia (in water)
waterN  Parameter: 9.48
sN Parameter: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

benzylamine (in 91M9AN)
MeOH-MeCN mixN  Parameter: 13.46
sN Parameter: 0.62
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
DOI: 10.1002/anie.200600542
image of molecule

benzylamine (in DMSO)
DMSON  Parameter: 15.28
sN Parameter: 0.65
***J. Am. Chem. Soc. 2009, 131, 11392-11401
DOI: 10.1021/ja903207b
image of molecule

benzylamine (in MeCN)
MeCNN  Parameter: 14.29
sN Parameter: 0.67
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

benzylamine (in water)
waterN  Parameter: 13.44
sN Parameter: 0.55
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

DABCO (in MeCN)
MeCNN  Parameter: 18.80
sN Parameter: 0.70
***Angew. Chem. Int. Ed. 2007, 46, 6176-6179
DOI: 10.1002/anie.200701489
image of molecule

di(methoxyethyl)amine (in MeCN)
MeCNN  Parameter: 13.24
sN Parameter: 0.93
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

diethanolamine (in 91M9AN)
MeOH-MeCN mixN  Parameter: 13.71
sN Parameter: 0.67
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
DOI: 10.1002/anie.200600542
image of molecule

diethanolamine (in DMSO)
DMSON  Parameter: 15.51
sN Parameter: 0.70
***J. Am. Chem. Soc. 2009, 131, 11392-11401
DOI: 10.1021/ja903207b
image of molecule

diethanolamine (in water)
waterN  Parameter: 13.00
sN Parameter: 0.61
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

diethylamine (in MeCN)
MeCNN  Parameter: 15.10
sN Parameter: 0.73
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

diethylamine (in water)
waterN  Parameter: 14.68
sN Parameter: 0.53
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

dimethylamine (in MeCN)
MeCNN  Parameter: 17.96
sN Parameter: 0.63
***J. Org. Chem. 2012, 77, 8142-8155
DOI: 10.1021/jo301497g
image of molecule

dimethylamine (in water)
waterN  Parameter: 17.12
sN Parameter: 0.50
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

dipropylamine (in MeCN)
MeCNN  Parameter: 14.51
sN Parameter: 0.80
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

ethanolamine (in 91M9AN)
MeOH-MeCN mixN  Parameter: 13.23
sN Parameter: 0.65
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
DOI: 10.1002/anie.200600542
image of molecule

ethanolamine (in DMSO)
DMSON  Parameter: 16.07
sN Parameter: 0.61
***J. Am. Chem. Soc. 2009, 131, 11392-11401
DOI: 10.1021/ja903207b
image of molecule

ethanolamine (in MeCN)
MeCNN  Parameter: 14.11
sN Parameter: 0.71
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

ethanolamine (in water)
waterN  Parameter: 12.61
sN Parameter: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

ethyl glycinate (in DMSO)
DMSON  Parameter: 14.30
sN Parameter: 0.67
***J. Am. Chem. Soc. 2003, 125, 286-295
DOI: 10.1021/ja021010y
image of molecule

ethylamine (in water)
waterN  Parameter: 12.87
sN Parameter: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

ethylenediamine (in water)
waterN  Parameter: 13.28
sN Parameter: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

glycineamide (in water)
waterN  Parameter: 12.29
sN Parameter: 0.58
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

glycinenitrile (in water)
waterN  Parameter: 10.80
sN Parameter: 0.61
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

isopropylamine (in MeCN)
MeCNN  Parameter: 13.77
sN Parameter: 0.70
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

isopropylamine (in water)
waterN  Parameter: 12.00
sN Parameter: 0.56
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

methyl glycinate (in water)
waterN  Parameter: 12.08
sN Parameter: 0.60
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

methylamine (in MeCN)
MeCNN  Parameter: 15.19
sN Parameter: 0.68
***J. Org. Chem. 2012, 77, 8142-8155
DOI: 10.1021/jo301497g
image of molecule

methylamine (in water)
waterN  Parameter: 13.85
sN Parameter: 0.53
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

morpholine (in 91M9AN)
MeOH-MeCN mixN  Parameter: 15.40
sN Parameter: 0.64
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
DOI: 10.1002/anie.200600542
image of molecule

morpholine (in DMSO)
DMSON  Parameter: 16.96
sN Parameter: 0.67
***J. Am. Chem. Soc. 2003, 125, 286-295
DOI: 10.1021/ja021010y
image of molecule

morpholine (in MeCN)
MeCNN  Parameter: 15.65
sN Parameter: 0.74
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

morpholine (in water)
waterN  Parameter: 15.62
sN Parameter: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

n-butylamine (in MeCN)
MeCNN  Parameter: 15.27
sN Parameter: 0.63
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

N-methyl-glycinenitrile (in water)
waterN  Parameter: 13.50
sN Parameter: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

N-methyl-morpholine (in CH2Cl2)
dichloromethaneN  Parameter: 16.50
sN Parameter: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
DOI: 10.1002/poc.1707
image of molecule

N-methyl-morpholine (in MeCN)
MeCNN  Parameter: 16.80
sN Parameter: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
DOI: 10.1002/poc.1707
image of molecule

N-methyl-piperidine (in CH2Cl2)
dichloromethaneN  Parameter: 18.90
sN Parameter: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
DOI: 10.1002/poc.1707
image of molecule

N-methyl-piperidine (in MeCN)
MeCNN  Parameter: 18.72
sN Parameter: 0.52
***J. Phys. Org. Chem. 2010, 23, 1029-1035
DOI: 10.1002/poc.1707
image of molecule

N-methyl-pyrrolidine (in CH2Cl2)
dichloromethaneN  Parameter: 20.60
sN Parameter: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
DOI: 10.1002/poc.1707
image of molecule

N-methyl-pyrrolidine (in MeCN)
MeCNN  Parameter: 20.59
sN Parameter: 0.52
***J. Phys. Org. Chem. 2010, 23, 1029-1035
DOI: 10.1002/poc.1707
image of molecule

n-propylamine (in 91M9AN)
MeOH-MeCN mixN  Parameter: 13.41
sN Parameter: 0.66
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
DOI: 10.1002/anie.200600542
image of molecule

n-propylamine (in DMSO)
DMSON  Parameter: 15.70
sN Parameter: 0.64
***J. Am. Chem. Soc. 2003, 125, 286-295
DOI: 10.1021/ja021010y
image of molecule

n-propylamine (in MeCN)
MeCNN  Parameter: 15.11
sN Parameter: 0.63
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

n-propylamine (in water)
waterN  Parameter: 13.33
sN Parameter: 0.56
***J. Am. Chem. Soc. 2003, 125, 286-295
DOI: 10.1021/ja021010y
image of molecule

perhydroazepine (in water)
waterN  Parameter: 18.29
sN Parameter: 0.46
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

piperazine (in water)
waterN  Parameter: 17.22
sN Parameter: 0.50
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

piperidine (in 91M9AN)
MeOH-MeCN mixN  Parameter: 15.63
sN Parameter: 0.64
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
DOI: 10.1002/anie.200600542
image of molecule

piperidine (in DMSO)
DMSON  Parameter: 17.19
sN Parameter: 0.71
***J. Am. Chem. Soc. 2003, 125, 286-295
DOI: 10.1021/ja021010y
image of molecule

piperidine (in MeCN)
MeCNN  Parameter: 17.35
sN Parameter: 0.68
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

piperidine (in water)
waterN  Parameter: 18.13
sN Parameter: 0.44
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

propargylamine (in water)
waterN  Parameter: 12.29
sN Parameter: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

pyrrolidine (in 91M9AN)
MeOH-MeCN mixN  Parameter: 15.97
sN Parameter: 0.63
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
DOI: 10.1002/anie.200600542
image of molecule

pyrrolidine (in MeCN)
MeCNN  Parameter: 18.64
sN Parameter: 0.60
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

pyrrolidine (in water)
waterN  Parameter: 17.21
sN Parameter: 0.49
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

quinuclidine (in MeCN)
MeCNN  Parameter: 20.54
sN Parameter: 0.60
***Angew. Chem. Int. Ed. 2007, 46, 6176-6179
DOI: 10.1002/anie.200701489
image of molecule

tert-butylamine (in MeCN)
MeCNN  Parameter: 12.35
sN Parameter: 0.72
***Eur. J. Org. Chem. 2009, , 6379-6385
DOI: 10.1002/ejoc.200900925
image of molecule

tert-butylamine (in water)
waterN  Parameter: 10.48
sN Parameter: 0.65
***J. Org. Chem. 2007, 72, 3679-3688
DOI: 10.1021/jo062586z
image of molecule

triethylamine (in CH2Cl2)
dichloromethaneN  Parameter: 17.30
sN Parameter: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
DOI: 10.1002/poc.1707
image of molecule

triethylamine (in MeCN)
MeCNN  Parameter: 17.10
sN Parameter: 0.52
*J. Phys. Org. Chem. 2010, 23, 1029-1035
DOI: 10.1002/poc.1707
image of molecule

trimethylamine (in MeCN)
MeCNN  Parameter: 23.05
sN Parameter: 0.45
***J. Org. Chem. 2012, 77, 8142-8155
DOI: 10.1021/jo301497g