Kinetics and Products of Nitrotoluene Oxidation with Ozone in Acetic Acid.-The reaction of 2-, 3-, or 4-nitrotoluene with ozone is studied. The reaction is shown to mainly afford products of ozonization of the aromatic ring (cyclic trioxides and complex linear peroxides) while the methyl group oxidation products (nitrobenzaldehydes and nitrobenzoic acids) are only minor products. Additionally the methyl group oxidation is sterically hindered in 2-nitrotoluene. At temperatures over 40 • C a chain reaction mechanism is proposed. -(GALSTYAN, A. G.; GALSTYAN, G. A.; TYUPALO, N. F.; Neftekhimiya 38 (1998) 2, 147-150; Rubezhanskii fil. vost.-ukr. gos. univ., Rubezhnoe, Ukraine; RU)
In the oxidation of 2-methylnaphthalene with ozone in acetic acid, the oxidant reacts mainly at the double bonds of the substituted aromatic ring to give peroxy compounds. In the presence of cobalt diacetate and sodium bromide, oxidation of the 2-methyl group occurs with formation of 2-naphthoic acid. The major product in the oxidation of 2-methylnaphthalene with ozonated transition metal compounds is 2-methyl-1,4-naphthoquinone.
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