| Popis: |
Controlled potential electrolysis, chemical synthesis, spectroscopy and physical measurements are used to study the electrolytic oxidation of 1,4-dimethoxybenzene and 2,5-dimethoxytoluene. Independent electro-oxidations of the intermediate, stable oxidized biphenyl compounds: 2,2′,5,5′-tetramethoxybiphenyl, 2,2′,5,5′-tetramethoxy-4,4′-dimethylbiphenyl, 2-(2,5-dimethoxyphenyl)-p-benzoquinone and 2-(2,5-dimethoxy-4-methylphenyl)-4-methyl-p-benzoquinone are used to interpret the cyclic voltammetric responses of starting compounds. p-Dimethoxy compounds in wet acetonitrile give sequential steps involving isolatable dimers, biphenyls with a quinone ring attached to p-dimethoxybenzene moiety, and biphenylbiquinones. One new compound: 2-(2,5-dimethoxyphenyl)-p-benzoquinone, was discovered and characterized. There is no evidence for formation of p-methoxyphenol, hydroquinone or benzoquinone during the electrochemical oxidation of 1,4-dimethoxybenzene. |
