Mayr's Database of Reactivity Parameters

Phenolate Ions

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

N  Param.: 15.48

sN Param.: 0.71
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
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
p-nitrophenolate (in MeCN)
C6H4NO3*
MeCN

N  Param.: 15.14

sN Param.: 0.82
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in MeCN)
C6H4NO3*
MeCN

N  Param.: 15.83

sN Param.: 0.80
***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 DMSO)
C7H4F3O*
DMSO

N  Param.: 22.62

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-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
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
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
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
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
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
o-(trifluoromethyl)phenolate (in DMSO)
C7H4F3O*
DMSO

N  Param.: 18.47

sN Param.: 0.61
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in MeCN)
C7H4F3O*
MeCN

N  Param.: 18.39

sN Param.: 0.69
***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-(tert-butyl)phenolate (in DMSO)
C10H13KO*
DMSO

N  Param.: 19.67

sN Param.: 0.79
***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 DMF)
C7H4F3KO*
DMF

N  Param.: 22.05

sN Param.: 0.53
**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in DMSO)
C7H4F3KO*
DMSO

N  Param.: 18.98

sN Param.: 0.63
***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
p-chlorophenolate (in DMF)
C6H4ClKO*
DMF

N  Param.: 19.67

sN Param.: 0.72
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-chlorophenolate (in DMSO)
C6H4ClKO*
DMSO

N  Param.: 20.34

sN Param.: 0.64
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-chlorophenolate (in MeCN)
C6H4ClKO*
MeCN

N  Param.: 18.32

sN Param.: 0.82
***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
p-cyanophenolate (in DMSO)
C7H4KNO*
DMSO

N  Param.: 18.78

sN Param.: 0.57
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-cyanophenolate (in MeCN)
C7H4KNO*
MeCN

N  Param.: 19.58

sN Param.: 0.59
**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
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-methylphenolate (in DMF)
C7H7KO*
DMF

N  Param.: 19.65

sN Param.: 0.85
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methylphenolate (in DMSO)
C7H7KO*
DMSO

N  Param.: 19.08

sN Param.: 0.87
***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
p-nitrophenolate (in DMSO)
C6H4NO3*
DMSO

N  Param.: 14.32

sN Param.: 0.77
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenolate (in DMF)
C6H5KO*
DMF

N  Param.: 18.86

sN Param.: 0.89
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenolate (in DMSO)
C6H5KO*
DMSO

N  Param.: 19.86

sN Param.: 0.71
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenolate (in MeCN)
C6H5KO*
MeCN

N  Param.: 18.53

sN Param.: 0.85
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485