Oxidation of hydrazine derivatives. Part I. Oxidation of phenyl-hydrazine with lead tetra-acetate

Abstract

The oxidation of phenylhydrazine with lead tetra-acetate in the solvents benzene, chlorobenzene, nitrobenzene, and dichloromethane has been investigated. At low temperatures in dichloromethane the benzenediazonium ion was formed. At room temperature, benzene, azobenzene, biphenyl, and, where aromatic solvents were used, biaryls, were isolated and identified. The formation of these products can be explained in terms of the formation of phenyldi-imide and its subsequent homolytic and heterolytic breakdown.