Date of Award

6-1969

Document Type

Union College Only

Degree Name

Bachelor of Science

Department

Chemistry

Language

English

Abstract

This project proposes a means for determining whether certain photochemical solvolysis reactions proceed by an SN1 or SN2 type mechanism. The method uses optically active substrates to determine whether the displacement reaction occurs with racemization or retention of configuration. This paper deals with the synthesis of optically active benzyl-α-d alcohol from which various appropriate substrates required for the study can be prepared. Benzaldehyde---d is first prepared by the Stephens reduction of benzonitrile using stannous chloride and deuterium chloride. The optically active alcohol is then prepared by the reduction of thebenzaldehyde-d with optically active isobornyloxymagnesium bromide.

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