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Oxidation of the aniline–styrene epoxide-p-toluenesulfonic acid ternary system in polar solvents: Trends and mechanism

  • Kinetics and Mechanism of Chemical Reactions. Catalysis
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Abstract

Investigation of the kinetics of oxygen absorption by the aniline–styrene epoxide-p-toluenesulfonic acid ternary system (TS) in an acetonitrile solution led to a simple equation for the oxidation rate: V TS = k[aniline]0 • [epoxide]0[acid]1 at [aniline], [epoxide] ≫ [acid], k = 0.77 × 10–3s–1, and 343 K. The data obtained indicated that a complex of the three starting reagents formed before oxidation. In a mixed solvent containing tert-butanol, the dependence of V TS on its composition was extremum. A scheme was suggested that explained the change in the dependence V TS = k′[aniline]–0.63[epoxide]0.86[acid]1 in the mixed solvent by the decomposition of the complex in the presence of alcohol.

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Correspondence to L. V. Petrov.

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Original Russian Text © L.V. Petrov, V.M. Solyanikov, 2016, published in Khimicheskaya Fizika, 2016, Vol. 35, No. 10, pp. 21–26.

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Petrov, L.V., Solyanikov, V.M. Oxidation of the aniline–styrene epoxide-p-toluenesulfonic acid ternary system in polar solvents: Trends and mechanism. Russ. J. Phys. Chem. B 10, 764–768 (2016). https://doi.org/10.1134/S1990793116050225

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  • DOI: https://doi.org/10.1134/S1990793116050225

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