Aliphatic amines
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
trimethylamine (in MeCN)   |
MeCN | N Param.: 23.05 sN Param.: 0.45 |
 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
triethylamine (in MeCN)  |
MeCN | N Param.: 17.10 sN Param.: 0.52 |
|
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
triethylamine (in CH2Cl2)  |
dichloromethane | N Param.: 17.30 sN Param.: 0.52 |
|
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
tert-butylamine (in water)  |
water | N Param.: 10.48 sN Param.: 0.65 |
|
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 |
quinuclidine (in MeCN)  |
MeCN | N Param.: 20.54 sN Param.: 0.60 |
|
Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489 |
pyrrolidine (inMeCN)  |
MeCN | N Param.: 18.58 sN Param.: 0.61 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
pyrrolidine (in water)  |
water | N Param.: 17.21 sN Param.: 0.49 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
pyrrolidine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 15.97 sN Param.: 0.63 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
propargylamine (in water)  |
water | N Param.: 12.29 sN Param.: 0.59 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
prolinate (in MeCN)  |
MeCN | N Param.: 19.95 sN Param.: 0.68 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
piperidine (in water)  |
water | N Param.: 18.13 sN Param.: 0.44 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
piperidine (in MeCN)  |
MeCN | N Param.: 17.35 sN Param.: 0.68 |
|
Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
piperidine (in DMSO)  |
DMSO | N Param.: 17.19 sN Param.: 0.71 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
piperidine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 15.63 sN Param.: 0.64 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
piperazine (in water)  |
water | N Param.: 17.22 sN Param.: 0.50 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
perhydroazepine (in water)  |
water | N Param.: 18.29 sN Param.: 0.46 |
|
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 |
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 DMSO)  |
DMSO | N Param.: 15.70 sN Param.: 0.64 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
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 |
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-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-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-piperidine (in CH2Cl2)  |
dichloromethane | N Param.: 18.90 sN Param.: 0.52 |
|
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
N-methyl-morpholine (in MeCN)  |
MeCN | N Param.: 16.80 sN Param.: 0.52 |
|
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
N-methyl-morpholine (in CH2Cl2)  |
dichloromethane | N Param.: 16.50 sN Param.: 0.52 |
|
J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |
N-methyl-glycinenitrile (in water)  |
water | N Param.: 13.50 sN Param.: 0.59 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
n-butylamine (in MeCN)  |
MeCN | N Param.: 15.27 sN Param.: 0.63 |
|
Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
morpholine (in water)  |
water | N Param.: 15.62 sN Param.: 0.54 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
morpholine (in MeCN)  |
MeCN | N Param.: 15.65 sN Param.: 0.74 |
|
Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
morpholine (in DMSO)  |
DMSO | N Param.: 16.96 sN Param.: 0.67 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
morpholine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 15.40 sN Param.: 0.64 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
methylamine (in water)  |
water | N Param.: 13.85 sN Param.: 0.53 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methylamine (in MeCN)  |
MeCN | N Param.: 15.19 sN Param.: 0.68 |
|
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methyl L-prolinate  |
MeCN | N Param.: 14.75 sN Param.: 0.82 |
|
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 |
isopropylamine (in water)  |
water | N Param.: 12.00 sN Param.: 0.56 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
isopropylamine (in MeCN)  |
MeCN | N Param.: 13.77 sN Param.: 0.70 |
|
Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
glycinenitrile (in water)  |
water | N Param.: 10.80 sN Param.: 0.61 |
|
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 |
ethylenediamine (in water)  |
water | N Param.: 13.28 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 |
ethyl glycinate (in DMSO)  |
DMSO | N Param.: 14.30 sN Param.: 0.67 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
ethanolamine (in water)  |
water | N Param.: 12.61 sN Param.: 0.58 |
|
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 |
ethanolamine (in DMSO)  |
DMSO | N Param.: 16.07 sN Param.: 0.61 |
|
J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
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 |
dipropylamine (in MeCN)  |
MeCN | N Param.: 14.51 sN Param.: 0.80 |
|
Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
dimethylamine (in water)  |
water | N Param.: 17.12 sN Param.: 0.50 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |