The peroxidic species generated by ozonolysis of oleic acid or methyl oleate in a carboxylic acid medium

Abstract

The ozonolysis of oleic acid or methyl oleate in a carboxylic acid medium produces three major peroxidic species as well as aldehyde. These peroxidic compounds have been identified as 1‐acyloxyalkyl‐1‐hydroperoxides, 1,2,4‐trioxolanes, and bis(1‐acyloxy‐1‐alkyl) peroxides. The bis(1‐acyloxy‐1‐alkyl) peroxides have not been reported previously as oleic acid or methyl oleate ozonolysis products. A 1 H nuclear magnetic resonance examination of the ozonization products of oleic acid or methyl oleate in carboxylic acids, as well as methanol and iso‐octane, led to the identification of the peroxidic compounds and aldehyde.