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)
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-(tert-butyl)phenolate (in DMF)
C10H13KO *
 DMF

N  Param.: 19.90

sN Param.: 0.80		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in DMSO)
C7H7KO2 *
 DMSO

N  Param.: 20.09

sN Param.: 0.80		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in MeCN)
C7H7KO2 *
 MeCN

N  Param.: 20.62

sN Param.: 0.69		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in DMF)
C7H7KO2 *
 DMF

N  Param.: 19.90

sN Param.: 0.82		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-methoxyphenolate (in MeCN)
C7H7KO2 *
 MeCN

N  Param.: 18.81

sN Param.: 0.80		 *** 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
p-methylphenolate (in H2O)
C7H7KO *
 water

N  Param.: 14.30

sN Param.: 0.55		 *** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485