General acid catalysis in the enolization of acetone

…, S Venimadhavan, K Nagarajan…

Index: Shelly, Kevin P.; Venimadhavan, S.; Nagarajan, K.; Stewart, Ross Canadian Journal of Chemistry, 1989 , vol. 67, p. 1274 - 1282

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Citation Number: 10

Abstract

We have used iodometry to study the enolization of acetone in water catalyzed by a series of general acids, comprised of hydrochloric acid, methanesulfonic acid, 24 aliphatic monocarboxylic acids, nine aromatic monocarboxylic acids, eight aliphatic dicarboxylic acids, and 20 monoanions of dicarboxylic acids. The log kp K profile for unbuffered solutions of strong and moderately strong acids shows a maximum near pk≈ 0. The Brønsted α ...