Liquid Phase Oxidation of 1,3-Dioxolanes

Article abstract of DOI:10.1002/prac.19943360210

The oxidation rate and the kind of oxidation products in the oxidation reactions of the 1,3-dioxolanes (1a to 1f) with molecular oxygen in liquid phase were investigated.The 2-methyl-substituted 1,3-dioxolane (1b) has a lower, the 4-methyl-substituted 1,3-dioxolane (1d) has a higher oxidation rate than the non-substituted 1,3-dioxolane (1a).The 2,2-disubstituted 1,3-dioxolanes show no oxidation but a hydrolytic reaction.The main-products of the liquid-phase oxidation of the 1,3-dioxolanes 1a, 1b, 1d and 1e are the glycol-carbonic acid-monoesters 8 and the 2-oxo-1,3-dioxolanes 6.Their formation is proved by gaschromatography, GC/MS-coupling, DC and 13C-n.m.r.-spectroscopy.