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)
p-nitrobenzoate (in acetone)
*
 acetone

N  Param.: 18.74

sN Param.: 0.68		 *** J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
3,5-dinitrobenzoate (in acetone)
*
 acetone

N  Param.: 18.80

sN Param.: 0.62		 ** 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 90AN10W)
*
 aq MeCN

N  Param.: 11.30

sN Param.: 0.72		 ** J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
p-nitrophenolate (in DMF)
C6H4NO3 *
 DMF

N  Param.: 15.05

sN Param.: 0.80		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in DMF)
C6H4NO3 *
 DMF

N  Param.: 16.65

sN Param.: 0.70		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in DMF)
C6H4NO3 *
 DMF

N  Param.: 22.41

sN Param.: 0.54		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-cyanophenolate (in DMF)
C7H4KNO *
 DMF

N  Param.: 17.85

sN Param.: 0.71		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in DMF)
C7H4F3O *
 DMF

N  Param.: 20.37

sN Param.: 0.58		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485