Spin Trapping as Applied to Radicals Produced by Chemical Reaction. III. Intermediates of the Reactions of Dibenzoyl Peroxide with Diethylamine and Diphenylamine

Abstract

Abstract The reactions of dibenzoyl peroxide (BPO) with diethylamine (DEA) and diphenylamine (DPA) have been studied by means of an ESR technique combined with spin-trapping. In the case of the DEA/BPO system, diethylnitroxide was formed, while for the DPA/BPO system diphenylaminyl was detected. Three kinds of traps (N-t-benzylidene-t-butylamine N-oxide, 2-methyl-2-nitrosopropane, and 2,4,6-tri-t-butylnitrosobenzene) were used. Different kinds of spin-adducts were formed depending on such conditions as the steric circumstances, radical stabilities and solvent effects. The differences in the reaction mechanisms for these systems are discussed.