Electrochemical modeling of the oxidative dehydrogenation of 1-phenyl-1H-3-methyl-6,7-dimethoxyisochromene

The electrochemical oxidation of 1-phenyl-1H-3-methyl-6,7-dimethoxyisochromene on a rotating platinum disk electrode with a ring in acetonitrile was investigated. Three one-electron waves are observed on the polarization curves of the disk electrode, and three cathode waves corresponding to reduction of the intermediates are recorded on the ring. The current decreases after the second wave, and this constitutes evidence for the occurrence of a subsequent chemical reaction. It was established that decomposition of the isochromene cation radical leads to the 3-methyl-6,7-dimethoxy-2-benzo-pyrylium ion, while decomposition of the dication leads to the 1-phenyl-3-methyl-6,7-dimethoxy-2-benzopyrylium ion, which is formed via an EEP scheme.Deceased.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1177–1181, September, 1981.