Open AccessInductive and Resonance Effects on the Acidities of Phenol, Enols, and Carbonyl α-Hydrogens
Author(s) -
Pedro J. Silva
Publication year - 2008
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/jo8018736
Subject(s) - phenol , cyclohexanol , chemistry , methanol , keto–enol tautomerism , enol , inductive effect , resonance (particle physics) , photochemistry , inorganic chemistry , medicinal chemistry , organic chemistry , catalysis , physics , particle physics
Inductive effects account for 1/3 of the enhanced acidity of phenol versus cyclohexanol, 2/5 of the enhanced acidity of enol versus methanol, and l/4 of the enhanced acidity of carbonyl alpha-hydrogens versus methane.
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