Date of Award

Summer 1977

Degree Type

Thesis - Restricted

Degree Name

Master of Science (MS)

Department

Chemistry

First Advisor

Ryan, Michael D.

Second Advisor

Regen, Steven L.

Abstract

4-substituted catechols are oxidized to the o- quinones which are unstable in aqueous solution . The reaction undergo a dimerization mechanism. The reaction appears to be a coupling between the quinone and the phenolate ions . The rate of reaction of the quinone with the anion of the starting material was 1400 M-1S-1 for 3, 4_dihydroxybenzoic acid, ethyl ester, 4890 M- 1S-1 for 3,4_dihydroxybenzoic acid, 180 M- 1 S- 1 for 3, 4_dihydroxyphenylacetic acid, and 65800 M- l S-1 for 3, 4-dihydroxypropiophenone. The product were studied by mass spectra after exhaustive electrolysis. Dimerization was found but the structure could not be completely identified

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