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DOI: 10.1039/A607539H (Paper) Reference Section for: Chem. Commun., 1997, 255-256

Aqueous-phase pKa of the methyl group in acetic acid

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Joseph J. Grabowski

Abstract

The gas-phase acidity of the α-hydrogens of acetic acid and the aqueous-phase pKa of ethyl acetate are combined with other literature values in a thermodynamic cycle to provide the aqueous-phase pKa of the methyl group of acetic acid as 22.7 ± 1.0 and the pKa of the enol of acetic acid as 3.3 ± 1.0.

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