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

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• 作者：L. V. Petrov ; V. M. Solyanikov
• 关键词：styrene epoxide ; p ; toluenesulfonic acid ; acid catalysis ; aniline ; acetonitrile ; tert ; butanol ; oxidation with molecular oxygen
• 刊名：Russian Journal of Physical Chemistry B, Focus on Physics
• 出版年：2016
• 出版时间：September 2016
• 年：2016
• 卷：10
• 期：5
• 页码：764-768
• 全文大小：496 KB
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Physical Chemistry
  Russian Library of Science
  
• 出版者：MAIK Nauka/Interperiodica distributed exclusively by Springer Science+Business Media LLC.
• ISSN：1990-7923
• 卷排序：10

文摘

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.