Publication Date

1968

Document Type

Dissertation/Thesis

First Advisor

Reynolds, Rosalie D.

Degree Name

M.S. (Master of Science)

Legacy Department

Department of Chemistry

LCSH

Aldehydes; Amides

Abstract

Besides the reactions which are typical of dialdehydes, ?-phthalaldehyde undergoes many atypical reactions. The purpose of this research was to Investigate the base-catalyzed condensations of ?-phthalaldehyde with a number of alkyl amides (fomamide, proplonamlde, n-butyram1de, methyl urea, methoxyacetamlde and trimethyl acetamide) and aryl amides (benzamlde, ?-methoxybenzam1de, and ?-chlorobenzamlde). 1,3-D1hydroxyl solndollne derivatives were obtained from the condensation reactions Involving the straight chain alkyl amides. Trimethylacetamide, when condensed under the same conditions, gave the 1-hydroxy-phthalane derivative. When aryl amides were condensed under similar conditions, 1-hydroxy- or 1-ethoxyphthalane derivatives were obtained, depending upon the system being Investigated. Chemical and physical methods were used in support of the structures of these derivatives. The proposed mechanisms are presented along with the theoretical explanation of formation of the assigned structures. In the base-catalyzed condensation reaction of o-phthalaldehyde and acetanilide, no products were obtained.

Comments

Includes bibliographical references.||Includes illustrations.

Extent

ix, 69 pages

Language

eng

Publisher

Northern Illinois University

Rights Statement

In Copyright

Rights Statement 2

NIU theses are protected by copyright. They may be viewed from Huskie Commons for any purpose, but reproduction or distribution in any format is prohibited without the written permission of the authors.

Media Type

Text

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