Some oxidations of 3-t-butyl-4-dimethylaminophenol

Abstract
Chemical evidence is presented for the formation of an intermediate quinoneimonium cation on oxidation of 3-t-butyl-4-dimethylaminophenol by silver oxide in ether or by bromine in aqueous acetic acid. In the former case subsequent reaction leads to an aminoquinoneimonium salt, in the latter to 2-bromo-5-t-butyl-1,4-benzoquinone. The mechanisms of these reactions are discussed.

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