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Kinetics and Substrate Selectivity of the Oxidation of Saturated Hydrocarbons by Adamantyl Cations in Sulfuric Acid
Authors:Volkova  L K  Rudakov  E S  Nikolaenko  A V
Institution:(1) L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine, 70 R. Luxemburg Vul., 83114 Donets'k, Ukraine
Abstract:It was shown that at 70 °C sulfuric acid (H2SO4] > 85 wt.%) solutions of 1-hydroxyadamantane and the solutions obtained in the reaction of adamantane with concentrated sulfuric acid oxidize saturated hydrocarbons (RH). Data on the kinetics, selectivity, kinetic isotope effect, and the effect of the acidity of the medium on the oxidation rate of RH indicate cleavage of the C—H bond in the substrate at the rate-determining stage and the direct participation of adamantyl carbocations.
Keywords:adamantyl cations  sulfuric acid  saturated hydrocarbons  kinetics
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