Influence of high energy radiation on the oxidation of oleic acid and methyl oleate. II. Sites of oxygen attack

Summary The hydroperoxides formed by the γ‐irradiated autoxidations of methyl oleate at 7.5°C. and 56°C. have been characterized. The mono‐ and dicarboxylic acids produced by γ‐irradiated autoxidation at 56°C. and by cobalt‐catalyzed γ‐irradiated autoxidation at 73°C. have also been examined. The hydroperoxides were found to be a mixture of the 8‐, 9‐, 10‐, and 11‐hydroperoxidoöleates in both samples. They were present in the order 10>11> 9>8. Evidence is presented for the presence of octanoic, nonanoic, octandioic, and nonandioic acids in the 56°C. autoxidation. Octanoic and nonanoic acids were also present in the cobalt‐catalyzed autoxidation. No significant departure from non‐irradiated autoxidations was found.