What is the role of (diacetoxyiodo)benzene in the oxidation of 3,5-di-tert-butylcatechol and 2-aminophenol?

Label:chem

Topic
A study investigates the reactivity of (diacetoxyiodo)benzene in the oxidation of 3,5-di-tert-butylcatechol and 2-aminophenol, resulting in the formation of 3,5-di-tert-butylbenzoquinone and 2-amino-3H-phenoxazine-3-one, respectively.
Answer
(Diacetoxyiodo)benzene acts as a stoichiometric oxidant, driving the oxidation of 3,5-di-tert-butylcatechol to 3,5-di-tert-butylbenzoquinone and 2-aminophenol to 2-amino-3H-phenoxazine-3-one. The oxidation process involves a radical reaction pathway, and the reactivity of (diacetoxyiodo)benzene is significantly influenced by the solvent medium.
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