N-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
methionine (anionic, in water)   |
water | N Param.: 13.16 sN Param.: 0.58 |
 |
Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
methyl glycinate (in water)  |
water | N Param.: 12.08 sN Param.: 0.60 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methyl L-prolinate  |
MeCN | N Param.: 14.75 sN Param.: 0.82 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
methylamine (in MeCN)  |
MeCN | N Param.: 15.19 sN Param.: 0.68 |
|
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 |
methylhydrazine (in MeCN)  |
MeCN | N Param.: 17.73 sN Param.: 0.58 |
|
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methylhydrazine (in water)  |
water | N Param.: 17.23 sN Param.: 0.45 |
|
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
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 |
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 MeCN)  |
MeCN | N Param.: 15.65 sN Param.: 0.74 |
|
Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
morpholine (in water)  |
water | N Param.: 15.62 sN Param.: 0.54 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
N',N'-dimethylformohydrazide (in MeCN)  |
MeCN | N Param.: 15.69 sN Param.: 0.51 |
|
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
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-(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-butylamine (in MeCN)  |
MeCN | N Param.: 15.27 sN Param.: 0.63 |
|
Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
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-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-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-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-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-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-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-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-trifluoroacetamide anion (in DMSO)  |
DMSO | N Param.: 15.70 sN Param.: 0.71 |
|
J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
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-methylhydroxylamine (in MeCN)  |
MeCN | N Param.: 14.10 sN Param.: 0.76 |
|
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
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-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-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-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 MeCN)  |
MeCN | N Param.: 15.11 sN Param.: 0.63 |
|
Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
n-propylamine (in water)  |
water | N Param.: 13.33 sN Param.: 0.56 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
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 |
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 |
O-DHPB (in CH2Cl2)  |
dichloromethane | N Param.: 13.31 sN Param.: 0.69 |
|
Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 |
O-HyperBTM (in CH2Cl2)  |
dichloromethane | N Param.: 13.01 sN Param.: 0.73 |
|
Angew. Chem. Int. Ed. 2025, 64, e202514865 10.1002/anie.202514865 |
p-toluenesulfonamide anion (in DMSO)  |
DMSO | N Param.: 17.14 sN Param.: 0.60 |
|
J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
p-toluidine (in MeCN)  |
MeCN | N Param.: 13.19 sN Param.: 0.69 |
|
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 |
perhydroazepine (in water)  |
water | N Param.: 18.29 sN Param.: 0.46 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
phenylalanine (anionic, in water)  |
water | N Param.: 14.12 sN Param.: 0.53 |
|
Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
phthalimide anion (in DMSO)  |
DMSO | N Param.: 15.52 sN Param.: 0.67 |
|
J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
piperazine (in water)  |
water | N Param.: 17.22 sN Param.: 0.50 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
piperidine (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 15.63 sN Param.: 0.64 |
|
Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
piperidine (in DMSO)  |
DMSO | N Param.: 17.19 sN Param.: 0.71 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
piperidine (in MeCN)  |
MeCN | N Param.: 17.35 sN Param.: 0.68 |
|
Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
piperidine (in water)  |
water | N Param.: 18.13 sN Param.: 0.44 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
prolinate (in MeCN)  |
MeCN | N Param.: 19.95 sN Param.: 0.68 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
proline (anionic, in water)  |
water | N Param.: 18.08 sN Param.: 0.50 |
|
Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |