The electrolytic oxidation of anilines at a rotating platinum electrode in acetonitrile in the presence of pyridine involved a two electron change and formed azobenzenes. Evidence for the mechanism was the voltammetric behavior of hydrazobenzenes, p‐phenylenediamine and 4,4'‐dimethoxyazobenzene and the formation of azobenzenes in macroscale oxidations. The behavior of anilines in the absence of pyridine was more complex since the amine acted as a base and formed a salt which was not easily oxidized. Exceptions were the weakly basic o‐nitroaniline, p‐nitroaniline, 2,4‐dinitroaniline and the reversible systems, o‐phenylenediamine and p‐phenylenediamine; two electrons were involved for these examples.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.