The mechanism of epoxide reactions. Part XI. The reactions of benzylamine with o-(1,2-epoxyethyl)toluene, 1,2-epoxy-2-phenylpropane, and trans-1,2-epoxy-1-phenylpropane in ethanol

Abstract

Overall rate constants have been determined for the reactions of 1,2-epoxy-2-phenylpropane, trans-1,2-epoxy-1-phenylpropane, and o-(1,2-epoxyethyl)toluene with benzylamine in 99·8% ethanol at three temperatures. Product analyses have been carried out and rate constants and Arrhenius parameters calculated for the normal and abnormal reactions in each case.

The results are discussed in terms of the electronic and steric effects of the substituent methyl group.