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)
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 DMF)
C7H4F3O *
 DMF

N  Param.: 23.40

sN Param.: 0.51		 * J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
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
3,5-dinitrobenzoate (in MeCN)
*
 MeCN

N  Param.: 14.90

sN Param.: 0.71		 ** 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
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)
C29H23N3O *
 THF

N  Param.: 16.73

sN Param.: 0.63		 ** Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
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-(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-(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