A Study of Some of the Properties of Tetrabromoanthranilic Acid and Tetrachloroanthranilic Acid

Abstract

The original purpose of this thesis was twofold; to prepare tetrabromoanthranilic acid and study its chemical reactions, and to study the reactions of tetrachloroanthranilic acid, especially its behavior in diazotization. The first was of interest because of the possible effects the bromine atoms on a benzene ring might have on the carboxyl and amino groups attached; the second was undertaken to see if diazotization of such a highly negative nucleus could be accomplished; and if it could be, whether this reaction could be employed to make tetrachlorosalicylic acid, which this laboratory has been unable to obtain by direct halogenation of salicylic acid. The preparation of tetrabromophthallic anyhdride was undertaken jointly by the two authors, after which Adams prepared the tetrabromoanthranilic acid from it, and studied the properties of the bromine compounds, while Godehn studied the properties of the chlorine compounds. It was originally intended to compare the properties of the two halogenated compounds , and to some extent this was done. [From Introduction]