Bromination of Substituted Acetones

Abstract

Comparative study was made on the behavior and the product of the bromination of p-nitro-phenoxy-acetone (I), p-nitrophenylmercapto-acetone (II) and p-nitrobenzenesulfone-acetone (III). It can be assumed that the formation of bromides and the difference in the properties are due to the difference in the negativity of O, S and SO₂, and to the possession of lone-pair electrons by O and S atoms. The γ-bromides of (I) and (III), and the α-bromide of (II) condense with thioacetamide to form thiazole derivatives.