OZONIZATION OF ORGANIC COMPOUNDS - 5. AROMATIC COMPOUNDS.

Article abstract of DOI:10.1246/bcsj.54.253

The ozonization of several aromatic compounds has been carried out at 30 degree C in carbon tetrachloride. It is found that three processes proceeded simultaneously; that is, normal and anomalous ozonolyses to give respectively alpha , beta -dicarbonyl and carboxylic compounds and polymerization. Carboxylic acids were the major products. Benzene and hexamethylbenzene gave formic acid and acetic acid respectively, while toluene and 1,3,5-trimethylbenzene gave mixtures of these acids. As the ozonization proceeded, white gummy polymers precipitated, the molecular weight ranged from several hundreds to a few thousands. They contained high concentrations of oxygen which was incorporated into polymer as carbonyl, carboxylic acid, peroxide and/or ether. The polymers were thermally stable below 150 degree C.