N-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
2,6-dimethylpyridine (in MeCN)   |
MeCN | N Param.: 9.11 sN Param.: 0.69 |
 |
Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,4,6-trimethylpyridine (in MeCN)  |
MeCN | N Param.: 9.39 sN Param.: 0.60 |
|
Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN)  |
MeCN | N Param.: 16.38 sN Param.: 0.60 |
|
J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in MeCN)  |
MeCN | N Param.: 17.28 sN Param.: 0.65 |
|
J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
pyridin-4-yl((4-(trifluoromethyl)phenyl)sulfonyl)amide (Ph4P+) (in MeCN)  |
MeCN | N Param.: 19.51 sN Param.: 0.47 |
|
J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl(tosyl)amide (Ph4P+) (in MeCN)  |
MeCN | N Param.: 17.19 sN Param.: 0.64 |
|
J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4P+) (in MeCN)  |
MeCN | N Param.: 16.48 sN Param.: 0.60 |
|
J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4N+) (in MeCN)  |
MeCN | N Param.: 16.68 sN Param.: 0.59 |
|
J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
Se-HyperBTM (in MeCN)  |
MeCN | N Param.: 15.84 sN Param.: 0.57 |
|
Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 |
azide ion (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 14.54 sN Param.: 0.82 |
|
J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
azide ion (in 45M55AN)  |
MeOH-MeCN mix | N Param.: 15.01 sN Param.: 0.80 |
|
J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
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 |
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 |
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 |
diethanolamine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 13.71 sN Param.: 0.67 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
hydrazine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 13.47 sN Param.: 0.70 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
2,2,2-trifluoroethylamine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 10.20 sN Param.: 0.92 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
imidazole (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 10.41 sN Param.: 0.70 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
hydroxylamine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 12.23 sN Param.: 0.66 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
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 |
benzylamine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 13.46 sN Param.: 0.62 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
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 |
4-(dimethylamino)pyridine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 13.20 sN Param.: 0.67 |
|
Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
azide ion (in 91nPr9AN)  |
nPrOH-MeCN mix | N Param.: 16.70 sN Param.: 0.73 |
|
J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
4-(dimethylamino)pyridine (in THF)  |
THF | N Param.: 15.90 sN Param.: 0.66 |
|
Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
DBU (in THF)  |
THF | N Param.: 16.12 sN Param.: 0.67 |
|
Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
Se-HyperBTM (in THF)  |
THF | N Param.: 14.19 sN Param.: 0.77 |
|
Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 |
semicarbazide (in water)  |
water | N Param.: 11.05 sN Param.: 0.52 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
hydroxylamine (in water)  |
water | N Param.: 11.41 sN Param.: 0.55 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
n-propylamine (in water)  |
water | N Param.: 13.33 sN Param.: 0.56 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
4-chloropyridine (in H2O)  |
water | N Param.: 10.50 sN Param.: 0.73 |
|
Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
pyridine (in H2O)  |
water | N Param.: 11.05 sN Param.: 0.73 |
|
Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
4-methylpyridine (in H2O)  |
water | N Param.: 11.10 sN Param.: 0.75 |
|
Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
4-methoxypyridine (in H2O)  |
water | N Param.: 11.44 sN Param.: 0.68 |
|
Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
4-aminopyridine (in H2O)  |
water | N Param.: 12.19 sN Param.: 0.66 |
|
Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
4-(dimethylamino)pyridine (in H2O)  |
water | N Param.: 13.19 sN Param.: 0.56 |
|
Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
4-pyrrolidinopyridine (in H2O)  |
water | N Param.: 12.39 sN Param.: 0.66 |
|
Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
ammonia (in water)  |
water | N Param.: 9.48 sN Param.: 0.59 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methylamine (in water)  |
water | N Param.: 13.85 sN Param.: 0.53 |
|
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 |
isopropylamine (in water)  |
water | N Param.: 12.00 sN Param.: 0.56 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
tert-butylamine (in water)  |
water | N Param.: 10.48 sN Param.: 0.65 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
dimethylamine (in water)  |
water | N Param.: 17.12 sN Param.: 0.50 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
diethylamine (in water)  |
water | N Param.: 14.68 sN Param.: 0.53 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
pyrrolidine (in water)  |
water | N Param.: 17.21 sN Param.: 0.49 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
piperidine (in water)  |
water | N Param.: 18.13 sN Param.: 0.44 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
morpholine (in water)  |
water | N Param.: 15.62 sN Param.: 0.54 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
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 |
glycinenitrile (in water)  |
water | N Param.: 10.80 sN Param.: 0.61 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |