KINETIC STUDIES ON THE ACID-CATALYZED PUMMERER REACTION OF α-(METHYLSULFINY)ACETOPHENONES

Norio Kunieda Department of Applied Chemistry, Faculty of Engineering, Osaka City University, Sumiyoshi-ku, Osaka, Japan, 558

Yoichi Fujiwara Department of Applied Chemistry, Faculty of Engineering, Osaka City University, Sumiyoshi-ku, Osaka, Japan, 558

Akira Suzuki Department of Applied Chemistry, Faculty of Engineering, Osaka City University, Sumiyoshi-ku, Osaka, Japan, 558

Masayoshi Kinoshita Department of Applied Chemistry, Faculty of Engineering, Osaka City University, Sumiyoshi-ku, Osaka, Japan, 558

Abstract

The kinetic behavior of the acid-catalyzed Pummerer reaction of α-(methylsulfinyl)acetophenones in dilute hydrochloric acid has been studied in detail. The kinetic data were analyzed in the light of correlations between the reaction rates and acidity functions, activation parameters, solvent isotope effects, polar effects of substituents, etc. Moreover, ¹⁸O-tracer experiments were also carried out using acid media containing H₂ ¹⁸O. Based on these observations, a plausible mechanism for this reaction has been discussed.

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KINETIC STUDIES ON THE ACID-CATALYZED PUMMERER REACTION OF α-(METHYLSULFINY)ACETOPHENONES

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KINETIC STUDIES ON THE ACID-CATALYZED PUMMERER REACTION OF α-(METHYLSULFINY)ACETOPHENONES

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