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- W2041587255 abstract "Summary The electrochemical and chemical reduction of nitrosobenzene has been studied in acetonitrile and dimethylformamide. The reduction has been shown to be a kinetically controlled process which initially gives rise to the corresponding radical anion. In the absence of proton donors the radical anion is suggested to dimerize to a dianion intermediate; the dianion subsequently abstracts a proton from a component of the solvent system and expels hydroxide ion to yield the final product, azoxybenzene. Exhaustive, controlled-potential electrolyses of nitrosobenzene produce azoxybenzene in approximately 73% yield in acetonitrile and 85% yield in dimethylformamide; the corresponding n -values are typically 0.3 and 0.7. The unusually small n -values have been shown to result from the reaction of nitrosobenzene with the base which is generated during the formation of azoxybenzene. Reaction of nitrosobenzene with hydroxide ion alone affords azoxybenzene in approximately two-thirds yield in both solvent systems. Complete consumption of nitrosobenzene in acetonitrile could be effected by a mole ratio of hydroxide ion to nitroso compound of 0.3." @default.
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- W2041587255 date "1974-12-01" @default.
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- W2041587255 title "Electron-transfer processes" @default.
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