Liquid phase oxidation of cumene in the presence of potassium permanganate.

Authors

  • L. І. Opeida Department of Physical Chemistry of Fossil Fuels L. М. Lytvynenko Institute of Physical Organic Chemistry and Coal Chemistry of National Academy of Sciences of Ukraine, Lviv
  • Yu. М. Grynda Department of Physical Chemistry of Fossil Fuels L. М. Lytvynenko Institute of Physical Organic Chemistry and Coal Chemistry of National Academy of Sciences of Ukraine, Lviv
  • О. Yu. Havunko Department of Physical Chemistry of Fossil Fuels L. М. Lytvynenko Institute of Physical Organic Chemistry and Coal Chemistry of National Academy of Sciences of Ukraine, Lviv
  • А. G. Маtvienko L. М. Lytvynenko Institute of Physical Organic Chemistry and Coal Chemistry of National Academy of Sciences of Ukraine, Kiev

DOI:

https://doi.org/10.31558/2617-0876.2017.2.1

Keywords:

potassium permanganate, oxidation, cumene, radicals, molecular oxygen

Abstract

The kinetics of oxidation of cumene with potassium permanganate in acetonitrile was studied. It was shown that the rate of oxidation increases in a weakly acidic medium, and the kinetics of the consumption of permanganate ions taken at concentrations substantially lower than the cumene concentration is described by the first-order equation. The effective rate constant linearly depends on the concentration of cumene. It was shown that the addition of small quantities of potassium permanganate into the reaction solution (0.01 mol/L) initiates oxidation of cumene by molecular oxygen. It was proposed the mechanism of reaction, where, at the first stage, the abstraction of the H-atom from the C–H bond of cumene by the reactive Mn7+ containing species occurs and as a result the C-centered Ph(CH3)2C• radicals are formed. They react with oxygen and then participate in the reactions of the propagation of the chain of the process of liquid phase oxidation.

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