N-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 | |
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 MeCN)![]() ![]() |
MeCN | N Param.: 14.11 sN Param.: 0.71 | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | |
ethanolamine (in water)![]() ![]() |
water | N Param.: 12.61 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 | |
ethyl N-acetylcarbamate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.99 sN Param.: 0.70 | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | |
ethylamine (in water)![]() ![]() |
water | N Param.: 12.87 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 | |
formohydrazide (in MeCN)![]() ![]() |
MeCN | N Param.: 10.35 sN Param.: 0.76 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
gamma-aminobutyric acid (anionic, in water)![]() ![]() |
water | N Param.: 13.55 sN Param.: 0.56 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glutamate (dianionic, in water)![]() ![]() |
water | N Param.: 13.96 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glutamine (anionic, in water)![]() ![]() |
water | N Param.: 13.45 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glycine (anionic, in water)![]() ![]() |
water | N Param.: 13.51 sN Param.: 0.58 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glycineamide (in water)![]() ![]() |
water | N Param.: 12.29 sN Param.: 0.58 | 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 | |
glycylglycine (anionic, in water)![]() ![]() |
water | N Param.: 12.91 sN Param.: 0.59 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glycylglycylglycine (anionic, in water)![]() ![]() |
water | N Param.: 12.26 sN Param.: 0.63 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
guanine anion (in water)![]() ![]() |
water | N Param.: 11.63 sN Param.: 0.59 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
guanosine anion (in water)![]() ![]() |
water | N Param.: 12.09 sN Param.: 0.52 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
histidine (anionic, in water)![]() ![]() |
water | N Param.: 13.83 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
hydantoin anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.52 sN Param.: 0.55 | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | |
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 | |
hydrazine (in MeCN)![]() ![]() |
MeCN | N Param.: 16.45 sN Param.: 0.56 | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 | |
hydrazine (in water)![]() ![]() |
water | N Param.: 13.46 sN Param.: 0.57 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
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 | |
hydroxylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 12.80 sN Param.: 0.63 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
hydroxylamine (in water)![]() ![]() |
water | N Param.: 11.41 sN Param.: 0.55 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
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 | |
imidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 11.58 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.47 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
imidazole (in water)![]() ![]() |
water | N Param.: 9.63 sN Param.: 0.57 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 21.09 sN Param.: 0.51 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
ISeU1![]() ![]() |
dichloromethane | N Param.: 15.26 sN Param.: 0.60 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
ISeU2![]() ![]() |
dichloromethane | N Param.: 14.27 sN Param.: 0.63 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
ISeU3![]() ![]() |
dichloromethane | N Param.: 15.16 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
ISeU4![]() ![]() |
dichloromethane | N Param.: 14.42 sN Param.: 0.67 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
ISeU5 (in DCM)![]() ![]() |
dichloromethane | N Param.: 16.11 sN Param.: 0.58 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
ISeU5 (in MeCN)![]() ![]() |
MeCN | N Param.: 15.84 sN Param.: 0.57 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
ISeU5 (in THF)![]() ![]() |
THF | N Param.: 14.19 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
isopropylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.77 sN Param.: 0.70 | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | |
isopropylamine (in water)![]() ![]() |
water | N Param.: 12.00 sN Param.: 0.56 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
ITeU2![]() ![]() |
dichloromethane | N Param.: 14.62 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
ITeU3![]() ![]() |
dichloromethane | N Param.: 16.63 sN Param.: 0.65 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
ITU1![]() ![]() |
dichloromethane | N Param.: 13.86 sN Param.: 0.68 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
ITU2![]() ![]() |
dichloromethane | N Param.: 13.06 sN Param.: 0.73 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
IU3![]() ![]() |
dichloromethane | N Param.: 13.31 sN Param.: 0.69 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
IU5![]() ![]() |
dichloromethane | N Param.: 13.01 sN Param.: 0.73 | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | |
leucine (anionic, in water)![]() ![]() |
water | N Param.: 14.01 sN Param.: 0.52 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
maleimide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.87 sN Param.: 0.76 | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | |
methanesulfonamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 18.61 sN Param.: 0.53 | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |



















































