PEROXY DERIVATIVES OF ADAMANTANE - SYNTHESIS AND SOME REACTIONS OF T-BUTYL-1-ADAMANTANE PERCARBOXYLATE

The kinetics and thermal decomposition of t-butyl-1-adamantane percarboxylate has been studied in n-heptane, benzene, and carbon tetrachloride. The data obtained agree with the concerted perester decomposition mechanism yielding initially 1-adamantyl, t-butoxy radicals and carbon dioxide. The 1-adamantyl radical easily abstract chlorine fron carbon tetrachloride yielding 1-chloroadamantane; it abstracts hydrogen from n-heptane yielding adamantane and adds to benzene, yielding 1-phenyl adamantane. The perester obtained is an active initiator of methylmethacrylate polymerization, it is three times as active as the benzoyl peroxide. © 1969.