Mayr's Database of Reactivity Parameters

O-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles » O-Nucleophiles

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
methanolate (in 91M9AN)
CH3O- *
 MeOH-MeCN mix

N  Param.: 14.51

sN Param.: 0.68		 *** Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
ethanolate (in 91E9AN)
C2H5O- *
 EtOH-MeCN mix

N  Param.: 16.08

sN Param.: 0.62		 *** Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
n-propanolate (in 91nPr9AN)
C3H8O- *
 nPrOH-MeCN mix

N  Param.: 16.73

sN Param.: 0.63		 *** Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
isopropanolate (in 91iPr9AN)
C3H8O- *
 iPrOH-MeCN mix

N  Param.: 17.71

sN Param.: 0.58		 *** Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
DMSO (O attack)
*
 DMSO

N  Param.: 11.30

sN Param.: 0.74		 *** J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
acetate (in MeCN)
*
 MeCN

N  Param.: 16.90

sN Param.: 0.75		 *** J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
acetate (in 90A10W)
*
 aq acetone

N  Param.: 12.71

sN Param.: 0.68		 *** J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
acetate (in 80A20W)
*
 aq acetone

N  Param.: 12.50

sN Param.: 0.60		 ** J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
benzoate (in MeCN)
*
 MeCN

N  Param.: 16.82

sN Param.: 0.70		 *** J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
benzoate (in 90AN10W)
*
 aq MeCN

N  Param.: 11.30

sN Param.: 0.72		 ** J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464