Relative activities of tetrahydrofurfural acetals in the detachment of a hydrogen atom by tert-butoxyl radicals

The reactivities of linear and cyclic acetals of tetrahydrofurfural in the reaction with tert-butoxyl radicals were studied. The k_a/k_d parameters, which are the ratios of the rate constants for the accumulation of tert-butyl alcohol to the rate constants for the formation of acetone, are close to the parameters for 2-alkyl-substituted acetals. Linear acetals are less active than cyclic acetals, the activities of which increase on passing from 2-tetrahydrofuryl-1,3-dioxolane to its sulfur- and nitrogen-containing analogs.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1597–1599, December, 1981.