Abstract
The hydrogen abstraction ability of dialkyl peroxides was determined in the presence of 2.0 M 2,4-diphenyl-4-methyl-1-pentene (α-methylstyrene dimer, MSD) in cyclohexane at 140°C. Cyclohexyl radicals produced through hydrogen abstraction by peroxide-derived radicals are efficiently trapped by MSD. Trapping yields were greatly dependent on individual peroxides, decreasing in the following order: di-t-butyl peroxide (72%)>dicumyl peroxide (54%)>di-t-amyl peroxide (22%)>di-t-hexyl peroxide (14%). In this case, the main hydrogen abstracting radicals were alkoxy radicals produced from the peroxides. The hydrogen abstraction ability of dialkyl peroxides was also tested in neat cyclohexane. The dehydrodimer yields of cyclohexane were almost the same (40–50%) and close to theoretical values. This clearly demonstrates that alkyl as well as alkoxy radicals act as effective hydrogen abstractors in the absence of MSD. MSD trapping is useful for providing information on hydrogen abstraction ability of organic peroxides in the presence of styrenic monomers.
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