Abstract
Straight- and reversed-phase liquid chromatography (LC) have been used to study product formation in the quantitative coulometric bromination of various anilines. The coulometric method yields, up the end-point, predictable unambiguous produtcs by exchange of hydrogen for bromine in fre ortho- and para-positions. After the end-point, oxidation products may be formed from primary anilines and N-alkyl groups split off from secondary and tertiary anilines. A detailed study of retention behaviour of some 30 bromoanilines in straight-and reversed-phase LC has been made. An increase in retention generally took place on the introduction of bromine into the aniline nucleus, except on formation of o-bromoanilines in straight-phase LC, where retention decreased. A semi-linear relationship was found to exist between capacity factors of brominated and non-brominated anilines in both the LC systems.
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