Date of Award

Fall 1960

Degree Type

Thesis - Restricted

Degree Name

Master of Science (MS)

Department

Chemistry

First Advisor

Hoffman, Norman E.

Second Advisor

Koch, John R.

Third Advisor

Haymaker, C. R.

Abstract

Two different theories have been proposed for the mechanism of the disproportionation of six-membered ring olefinic compounds in the presence of a metal catalyst. Wieland suggested this reaction occured in tow distinct steps of dehydrogenation and dydrogenation. On the contrary, Bruade and Linstead believed in hydrogen direct transfer on the surface of the catalyst. However, more information was needed to understand in detail the mechanism of the disproportionation of six-membered ring olefinic compounds. The work of this thesis was concentrated on the reaction of limonene in the presence of palladium on charcoal at a temperature about 20 degrees below its boiling point. The disproportionation and racemization of limonene at this low temperature were investigated and discussed. The result of this investigation favored the mechanism proposed by Wieland.

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