Date of Award

8-1966

Degree Name

Master of Arts

Department

Chemistry

First Advisor

Dr. Don C. Iffland

Second Advisor

Dr. Robert E. Harmon

Third Advisor

Dr. Robert C. Nagler

Fourth Advisor

Dr. Donald C. Berndt

Access Setting

Masters Thesis-Open Access

Abstract

Introduction

In a recent study of the ultraviolet spectra of substituted hydrazones, it was concluded that a sterio effect existed in tetrasubstituted hydrazones that significantly hindered complete rotation about the nitrogen-nitrogen bond. Weber16 noted that di- and tri-substituted hydrazones exhibited similar spectra with three strong absorption bands at approximately 235, 300, and 340 mu. In acid solutions, the spectra of these compounds showed a marked decrease in intensity of the long wavelength band. It has been postulated that this change was a consequence of the protonation of the non-bonding electron-pair on the amino nitrogen atom, and thus correlated the long wavelength band to a promotion of one of these electrons to a higher energy level.

Weber also noted that the spectra of tetrasubstituted hydrazones was similar to the spectra of the di- and trisubstituted hydrazones in acid media. Specifically, three absorption bands were observed with the long wavelength being the lowest in intensity. This similarity suggested that in these compounds, the non-bonding electron-pair on the amino nitrogen atom was likewise unavailable for the excitation to develop the long wavelength band.

Weber also noted that the spectra of tetrasubstituted hydrazones was similar to the spectra of the di- and tri-substituted hydrazones in acid media. Specifically, three absorption bands were observed with the long wavelength being the lowest in intensity. This similarity suggested that in these compounds, the non-bonding electron-pair on the amino nitrogen atom was likewise unavailable for the excitation to develop the long wavelength band.

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