N-Nucleophiles
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| 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 |