The oxidation of four representative amines (4-methyl-2-pentylamine, 2,4,4-trimethyl-2-pentylamine, diisopropylamine, and tri-ra-propylamine) with ¿erf-butyl hydroperoxide has been studied at 60 to 110°. It has been shown that primary and secondary amines possessing at least one alpha hydrogen give substituted ketimines (or aldimines) as the principal nitrogenous products when the oxidation is carried out in excess amine. Evidence is also presented to show that imines are produced when di-ier -butyl peroxide is decomposed in primary and secondary amine solvents. A tertiary amine, tri-rapropylamine, undergoes dealkylation on reaction with ¿erf-butyl hydroperoxide to give di-n-propylamine as the major nitrogenous product. Evidence is presented which indicates the participation of free radicals.
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