103237-50-9Relevant academic research and scientific papers
Kinetics and products of the reactions of ozone with toluene and its derivatives in acetic anhydride
Galstyan,Galstyan,Lysak
experimental part, p. 493 - 498 (2011/10/31)
The reactions of ozone with toluene and its derivatives in acetic anhydride were studied. It was found that competing parallel reactions of ozone with the aromatic ring and substituents occurred in the ozone-arene-acetic anhydride system. The ratio between these reaction paths depended on the arene structure and reaction conditions. The selectivity of the oxidation of toluene and its derivatives at the methyl group varied from 0 to 40%. The fraction of aromatic products decreased as the number of methyl groups at the ring was increased. Tri- and tetramethylbenzenes were oxidized only at the aromatic ring. The stability of an aromatic system increased upon the introduction of electron-acceptor substituents into the benzene ring. Aminotoluenes and hydroxytoluenes were oxidized with ozone mainly at the NH2 and HO groups; however, as in the case of toluene, the aromatic ring and methyl group became the main directions upon their acylation. The oxidation of the methyl group in acetic anhydride in the presence of sulfuric acid was finished at the step of the formation of the acylated derivatives of benzyl alcohols and benzaldehydes, which are resistant to the action of ozone.
