N-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
N-methyl-1-phenylmethanimine (in CH2Cl2) | dichloromethane | N Param.: 8.60 sN Param.: 0.77 | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 | |
1-phenyl-N-(phenylmethyl)methanimine (in CH2Cl2) | dichloromethane | N Param.: 7.90 sN Param.: 0.76 | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 | |
N-phenylpropan-2-imine (in CH2Cl2) | dichloromethane | N Param.: 9.53 sN Param.: 0.85 | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 | |
N-(phenylmethyl)propan-2-imine (in CH2Cl2) | dichloromethane | N Param.: 11.13 sN Param.: 0.73 | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 | |
N-phenylcyclohexanimine (in CH2Cl2) | dichloromethane | N Param.: 8.80 sN Param.: 1.00 | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 | |
pyridine (in MeCN) | MeCN | N Param.: 13.60 sN Param.: 0.60 | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | |
2-methylpyridine (in CH2Cl2) | dichloromethane | N Param.: 10.52 sN Param.: 0.78 | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | |
2-methylpyridine (in MeCN) | MeCN | N Param.: 10.98 sN Param.: 0.66 | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | |
2,6-dimethylpyridine (in CH2Cl2) | dichloromethane | N Param.: 9.87 sN Param.: 0.68 | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | |
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 CH2Cl2) | dichloromethane | N Param.: 9.34 sN Param.: 0.71 | 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 | |
2-Me super-dmap (in MeCN) | MeCN | N Param.: 16.65 sN Param.: 0.58 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
2-Et super-dmap (in MeCN) | MeCN | N Param.: 16.81 sN Param.: 0.60 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
2-Bn super-dmap (in MeCN) | MeCN | N Param.: 17.69 sN Param.: 0.57 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
2-Ac super-dmap (in MeCN) | MeCN | N Param.: 15.39 sN Param.: 0.60 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
2-Bz super-dmap (in MeCN) | MeCN | N Param.: 14.19 sN Param.: 0.67 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
glycine (anionic, in water) | water | N Param.: 13.51 sN Param.: 0.58 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
alanine (anionic, in water) | water | N Param.: 13.01 sN Param.: 0.58 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
valine (anionic, in water) | water | N Param.: 13.65 sN Param.: 0.57 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
leucine (anionic, in water) | water | N Param.: 14.01 sN Param.: 0.52 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
phenylalanine (anionic, in water) | water | N Param.: 14.12 sN Param.: 0.53 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
proline (anionic, in water) | water | N Param.: 18.08 sN Param.: 0.50 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
serine (anionic, in water) | water | N Param.: 13.16 sN Param.: 0.55 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
threonine (anionic, in water) | water | N Param.: 12.69 sN Param.: 0.60 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
asparagine (anionic, in water) | water | N Param.: 13.03 sN Param.: 0.53 | 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 | |
arginine (betaine, in water) | water | N Param.: 12.96 sN Param.: 0.57 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
histidine (anionic, in water) | water | N Param.: 13.83 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
aspartate (dianionic, in water) | water | N Param.: 13.81 sN Param.: 0.53 | 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 | |
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 | |
methionine (anionic, in water) | water | N Param.: 13.16 sN Param.: 0.58 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
beta-alanine (anionic, in water) | water | N Param.: 13.26 sN Param.: 0.58 | 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 | |
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 | |
imidazole (in MeCN) | MeCN | N Param.: 11.47 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
imidazole (in DMSO) | DMSO | N Param.: 11.58 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 | |
1-methyl-imidazole (in MeCN) | MeCN | N Param.: 11.90 sN Param.: 0.73 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-imidazole (in water) | water | N Param.: 9.91 sN Param.: 0.55 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-phenyl-imidazole (in MeCN) | MeCN | N Param.: 11.31 sN Param.: 0.67 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2-methyl-imidazole (in MeCN) | MeCN | N Param.: 11.74 sN Param.: 0.76 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2-methyl-imidazole (in water) | water | N Param.: 9.45 sN Param.: 0.54 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
4-methyl-imidazole (in MeCN) | MeCN | N Param.: 11.79 sN Param.: 0.77 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2,4-dimethyl-imidazole (in MeCN) | MeCN | N Param.: 11.51 sN Param.: 0.84 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-(trimethylsilyl)-imidazole (in MeCN) | MeCN | N Param.: 11.43 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
benzimidazole (in DMSO) | DMSO | N Param.: 10.50 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-benzimidazole (in MeCN) | MeCN | N Param.: 10.37 sN Param.: 0.82 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2-methyl-benzimidazole (in DMSO) | DMSO | N Param.: 10.02 sN Param.: 0.85 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
5-methyl-benzimidazole (in DMSO) | DMSO | N Param.: 10.69 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2,5-dimethyl-benzimidazole (in DMSO) | DMSO | N Param.: 10.21 sN Param.: 0.85 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
5,6-dimethyl-benzimidazole (in DMSO) | DMSO | N Param.: 11.08 sN Param.: 0.71 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
5-methoxy-benzimidazole (in DMSO) | DMSO | N Param.: 11.00 sN Param.: 0.71 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
benzotriazole (in MeCN) | MeCN | N Param.: 7.69 sN Param.: 0.76 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-benzotriazole (in MeCN) | MeCN | N Param.: 7.77 sN Param.: 0.76 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
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 91E9AN) | EtOH-MeCN mix | N Param.: 16.30 sN Param.: 0.73 | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 | |
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 | |
azide ion (in 91iPr9AN) | iPrOH-MeCN mix | N Param.: 17.07 sN Param.: 0.71 | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 | |
azide ion (in DMSO) | DMSO | N Param.: 20.50 sN Param.: 0.59 | 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 | |
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 | |
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 | |
nicotine (in CH2Cl2) | dichloromethane | N Param.: 10.40 sN Param.: 1.04 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
nicotine (in MeCN) | MeCN | N Param.: 11.60 sN Param.: 0.81 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
3-methylpyridine (in CH2Cl2) | dichloromethane | N Param.: 10.90 sN Param.: 0.93 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
3-methylpyridine (in MeCN) | MeCN | N Param.: 11.50 sN Param.: 0.80 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
1-methyl-2-phenylpyrrolidine (in CH2Cl2) | dichloromethane | N Param.: 16.80 sN Param.: 0.49 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
1-methyl-2-phenylpyrrolidine (in MeCN) | MeCN | N Param.: 15.70 sN Param.: 0.54 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
4-(dimethylamino)pyridine (in MeCN) | MeCN | N Param.: 15.51 sN Param.: 0.62 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
4-(morpholino)pyridine (in MeCN) | MeCN | N Param.: 14.80 sN Param.: 0.63 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
3-bromo-4-(dimethylamino)pyridine (in MeCN) | MeCN | N Param.: 12.96 sN Param.: 0.67 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
4-amino-3,5-dibromo-pyridine (in MeCN) | MeCN | N Param.: 11.11 sN Param.: 0.75 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
4-acetamido-pyridine (in MeCN) | MeCN | N Param.: 13.24 sN Param.: 0.67 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
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 | |
ethanolamine (in water) | water | N Param.: 12.61 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 | |
propargylamine (in water) | water | N Param.: 12.29 sN Param.: 0.59 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
allylamine (in water) | water | N Param.: 13.21 sN Param.: 0.54 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
benzylamine (in water) | water | N Param.: 13.44 sN Param.: 0.55 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |