Über die Autoxidation von Vinylcylopentan, Vinylcyclohexan und 4‐Vinylcyclohex‐1‐en

Autoxidation of Vinylcyclopentane, Vinylcyclohexane, and 4-Vinylcyclohex-1-ene The title olefins were oxidized with molecular oxygen at 75–80°C. About 40% of the oxygen absorbed were found by iodometric titration as peroxidic oxygen. The reaction products were analyzed by a combination of chemical methods, gas chromatography, and 13C-n.m.r.-spectroscopy. Vinylcyclopentane and vinylcyclohexane are attacked preferably at the tertiary allylic C-H-bonds giving almost equimolar mixtures of the corresponding allylisomeric hydroperoxides. In the case of 4-vinylcyclohex-1-ene the C-H-bonds in position 6 are preferably attacked, but products of attack on the other allylic C-H-bonds also could be identified. In all cases the amount of products which could not be detected gaschromatographically was determined by balance experiments in the presence of an internal standard.