N-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
phenylalanine (anionic, in water)![]() ![]() |
water | N Param.: 14.12 sN Param.: 0.53 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
perhydroazepine (in water)![]() ![]() |
water | N Param.: 18.29 sN Param.: 0.46 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
p-toluidine (in water)![]() ![]() |
water | N Param.: 13.00 sN Param.: 0.79 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
p-toluidine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.19 sN Param.: 0.69 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
p-toluenesulfonamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.14 sN Param.: 0.60 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
nitrite ion (in MeCN)![]() ![]() |
MeCN | N Param.: 17.20 sN Param.: 0.72 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2005, 44, 4623-4626 10.1002/anie.200501274 |
nicotine (in MeCN)![]() ![]() |
MeCN | N Param.: 11.60 sN Param.: 0.81 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 |
nicotine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 10.40 sN Param.: 1.04 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 |
n-propylamine (in water)![]() ![]() |
water | N Param.: 13.33 sN Param.: 0.56 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
n-propylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.11 sN Param.: 0.63 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
n-propylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.70 sN Param.: 0.64 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
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 |
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-phenylcyclohexanimine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 8.80 sN Param.: 1.00 | ![]() ![]() ![]() | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 |
N-methylhydroxylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.10 sN Param.: 0.76 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
N-methylenepyrrolidin-1-amine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 17.90 sN Param.: 0.48 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
N-methyl-trifluoroacetamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.70 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
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 |
N-methyl-glycinenitrile (in water)![]() ![]() |
water | N Param.: 13.50 sN Param.: 0.59 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
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 |
n-butylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.27 sN Param.: 0.63 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
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-(1,3-dimethylimidazolidin-2-ylidene)-1-phenylmethanamine![]() ![]() |
dichloromethane | N Param.: 14.00 sN Param.: 0.70 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
N',N'-dimethylformohydrazide (in MeCN)![]() ![]() |
MeCN | N Param.: 15.69 sN Param.: 0.51 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
morpholine (in water)![]() ![]() |
water | N Param.: 15.62 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
morpholine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.65 sN Param.: 0.74 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
morpholine (in DMSO)![]() ![]() |
DMSO | N Param.: 16.96 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
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 |
methylhydrazine (in water)![]() ![]() |
water | N Param.: 17.23 sN Param.: 0.45 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methylhydrazine (in MeCN)![]() ![]() |
MeCN | N Param.: 17.73 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methylamine (in water)![]() ![]() |
water | N Param.: 13.85 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.19 sN Param.: 0.68 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methyl L-prolinate![]() ![]() |
MeCN | N Param.: 14.75 sN Param.: 0.82 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
methyl glycinate (in water)![]() ![]() |
water | N Param.: 12.08 sN Param.: 0.60 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methionine (anionic, in water)![]() ![]() |
water | N Param.: 13.16 sN Param.: 0.58 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
methanesulfonamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 18.61 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
maleimide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.87 sN Param.: 0.76 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
leucine (anionic, in water)![]() ![]() |
water | N Param.: 14.01 sN Param.: 0.52 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
isopropylamine (in water)![]() ![]() |
water | N Param.: 12.00 sN Param.: 0.56 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
isopropylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.77 sN Param.: 0.70 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 21.09 sN Param.: 0.51 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
imidazole (in water)![]() ![]() |
water | N Param.: 9.63 sN Param.: 0.57 | ![]() ![]() ![]() | 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 DMSO)![]() ![]() |
DMSO | N Param.: 11.58 sN Param.: 0.79 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
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 |