Mayr's Database of Reactivity Parameters

Phenolate Ions

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

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
m-nitrophenolate (in MeCN)
C6H4NO3 *
 MeCN

N  Param.: 25.51

sN Param.: 0.43		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in DMF)
C7H4F3O *
 DMF

N  Param.: 23.40

sN Param.: 0.51		 * J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in MeCN)
*
 MeCN

N  Param.: 23.20

sN Param.: 0.51		 * J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in DMSO)
C7H4F3O *
 DMSO

N  Param.: 22.62

sN Param.: 0.51		 ** 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-(trifluoromethyl)phenolate (in DMF)
C7H4F3KO *
 DMF

N  Param.: 22.05

sN Param.: 0.53		 ** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in MeCN)
C10H13KO *
 MeCN

N  Param.: 21.70

sN Param.: 0.58		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in MeCN)
C7H4F3KO *
 MeCN

N  Param.: 21.69

sN Param.: 0.53		 ** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in DMSO)
C6H4NO3 *
 DMSO

N  Param.: 21.29

sN Param.: 0.54		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o,o'-di-tert-butylphenolate (in DMSO)
C14H21KO *
 DMSO

N  Param.: 21.02

sN Param.: 0.59		 ** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485