Mayr's Database of Reactivity Parameters

N-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
cysteine (dianionic, in water, S-nucleophile!)
C3H5NO2S *
water

N  Param.: 23.43

sN Param.: 0.42
*** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
trimethylamine (in MeCN)
*
MeCN

N  Param.: 23.05

sN Param.: 0.45
*** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
(S)-4-benzyl-1,3-oxazolidin-2-one anion (in DMSO)
*
DMSO

N  Param.: 22.67

sN Param.: 0.54
*** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
1,1-dimethylhydrazine (in MeCN)
*
MeCN

N  Param.: 22.41

sN Param.: 0.45
*** Angew. Chem. Int. Ed. 2012, 51, 1353-1356
10.1002/anie.201107315
1,3-oxazolidin-2-one anion (in DMSO)
*
DMSO

N  Param.: 22.40

sN Param.: 0.59
*** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
4-methyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 21.29

sN Param.: 0.51
*** Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
imidazole anion (in DMSO)
*
DMSO

N  Param.: 21.09

sN Param.: 0.51
*** Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
2-methyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 21.03

sN Param.: 0.50
*** Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
2,4-dimethyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 20.69

sN Param.: 0.60
*** Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
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