N-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
hydroxylamine (in water)![]() ![]() |
water | N Param.: 11.41 sN Param.: 0.55 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
hydroxylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 12.80 sN Param.: 0.63 | ![]() ![]() ![]() | 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 |
hydrazine (in water)![]() ![]() |
water | N Param.: 13.46 sN Param.: 0.57 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
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 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.47 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
hydantoin anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.52 sN Param.: 0.55 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
histidine (anionic, in water)![]() ![]() |
water | N Param.: 13.83 sN Param.: 0.54 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
guanosine anion (in water)![]() ![]() |
water | N Param.: 12.09 sN Param.: 0.52 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
guanine anion (in water)![]() ![]() |
water | N Param.: 11.63 sN Param.: 0.59 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
glycylglycylglycine (anionic, in water)![]() ![]() |
water | N Param.: 12.26 sN Param.: 0.63 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
glycylglycine (anionic, in water)![]() ![]() |
water | N Param.: 12.91 sN Param.: 0.59 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
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 |
glycine (anionic, in water)![]() ![]() |
water | N Param.: 13.51 sN Param.: 0.58 | ![]() ![]() ![]() | 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 |
glutamate (dianionic, in water)![]() ![]() |
water | N Param.: 13.96 sN Param.: 0.54 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
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 |
formohydrazide (in MeCN)![]() ![]() |
MeCN | N Param.: 10.35 sN Param.: 0.76 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
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 N-acetylcarbamate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.99 sN Param.: 0.70 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
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 |
dimethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 17.96 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
diethylamine (in water)![]() ![]() |
water | N Param.: 14.68 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
diethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.10 sN Param.: 0.73 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
diethanolamine (in water)![]() ![]() |
water | N Param.: 13.00 sN Param.: 0.61 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
diethanolamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.51 sN Param.: 0.70 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
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 |
diacetamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.05 sN Param.: 0.70 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
di(methoxyethyl)amine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.24 sN Param.: 0.93 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
DHPB (3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine)![]() ![]() |
dichloromethane | N Param.: 13.86 sN Param.: 0.78 | ![]() ![]() ![]() | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
DBU (in THF)![]() ![]() |
THF | N Param.: 16.12 sN Param.: 0.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
DBU (in MeCN)![]() ![]() |
MeCN | N Param.: 15.29 sN Param.: 0.70 | ![]() ![]() ![]() | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a |
DBN (in MeCN)![]() ![]() |
MeCN | N Param.: 16.28 sN Param.: 0.67 | ![]() ![]() ![]() | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a |
DBN (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.50 sN Param.: 0.76 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
DABCO (in MeCN)![]() ![]() |
MeCN | N Param.: 18.80 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489 |
cysteine (dianionic, in water, S-nucleophile!)![]() ![]() |
water | N Param.: 23.43 sN Param.: 0.42 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
cyanate (in MeCN)![]() ![]() |
MeCN | N Param.: 13.60 sN Param.: 0.84 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 3866-3868 10.1002/chem.200800314 |
cyanamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 20.33 sN Param.: 0.64 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
beta-alanine (anionic, in water)![]() ![]() |
water | N Param.: 13.26 sN Param.: 0.58 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
benzylamine (in water)![]() ![]() |
water | N Param.: 13.44 sN Param.: 0.55 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
benzylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.29 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
benzylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.28 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |