Date of Award

1957

Degree Type

Thesis

Degree Name

Master of Science in Chemistry

Department

Chemistry

First Advisor

Eugene Winslow

Abstract

Several methods were investigated in an attempt to synthesize mellitonitrile which was to be used to prepare a cross-linked polymer with copper. The trimerization of butyne dinitrile with a one-to-one mixture of glacial acetic acid and pyridine gave a white crystalline product containing nitrogen. It was not characterized but may have been mellitonitrile. This product was isolated by chromatography.

Oxidation of some of the eluates obtained from the chromatographic separation of the trimerization mixtures gave a compound with a melting point close to that of mellitic acid. This may have been impure mellitid acid. No solid derivatives were prepared, and the compound was not characterized.

A modification in the Diels' preparation of hexamethylmellitate by the trimerization of dimethyl acetylenedicarboxylate gave an increased yield. A diluted catalyst was used.

A compound exhibiting phthalocyanine-like properties was prepared by the reaction of pyromellitic dianhydride with urea, boric acid and cupric chloride.

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