Initiated tert-Butyl Hydroperoxide-Loaded Low-Temperature Autoxidation of Alkenes: Alternative Hydroperoxide Syntheses and the Preparation of a Complete Set of Reference Materials.

A complete set of characterization data for the allylic hydroperoxides prepared from 1-methylcyclohexene and the isomeric 4-methyloct-4-enes is presented. The data relies upon the preparation of allylic hydroperoxides by tert-butyl hydroperoxide-loaded autoxidations, singlet-ene oxidations and nucleo-philic substitution reactions. Appropriate allylic alcohols and relevant scission products have been prepared to support the assignments given.