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

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. A¹H 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.