Master's Theses

Document Type

Thesis - campus only access

Date of Award

Spring 1967

Degree Name

Master of Science (MS)

Department

Chemistry

Advisor

James H. MeMechan

Abstract

The equilibrium constants of the interconversion of ten-'hydroxychalcones to their isomeric flavanones have been determined spectrophotonetrically in anhydrous methanol. The equilibrium constant values and the rate at which the equilibria were attained have been correlated with the substituents present on the phenyl groups of the 2'-hydroxychalcones. In order to study the effects of various solvents and of catalysts on one of these equilibrium the isomerization of 2,2'-dihydroxychalcone has been employed. The equilibrium constants and the rates at which the equilibria are attained demonstrate that the interconversion is dependent upon the chemical nature of the solvent, the acidity or basicity of the reaction medium, the temperature of the reaction medium, and the ring activating or deactivating effect of the substituents present on the phenyl groups of the 2'-hydroxychalcol. The extent of conversion of the 2'-hydroxychal cones to the corresponding flavanones has been found to be determined by the degree of hydrogen bonding between the 2'-hydroxyl group and the carbonyl group of the chalcone.

Comments

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Rights

© 1967 Kyu Chull Kim

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