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Acid-catalyzed decomposition of hydroperoxides in the presence of ketones

  • Physical Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Abstract

Ketones and aldehydes accelerate decomposition of hydroperoxides in acetonitrile solution in the presence of strong acids. An explanation of the effect, due to the formation of semiperketals (semiperacetals) which undergo rapid acid-catalytic decomposition, is proposed. The macrostage character of the reaction of acid-catalyzed decomposition of cyclohexyl hydroperoxide was demonstrated for the first time. The initially slow decomposition takes place homolytically and yields the product cyclohexanone, which accelerates decomposition.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 278–285, February, 1990.

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Petrov, L.V., Drozdova, T.I., Lyuta, L.Y. et al. Acid-catalyzed decomposition of hydroperoxides in the presence of ketones. Russ Chem Bull 39, 226–232 (1990). https://doi.org/10.1007/BF00960642

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  • DOI: https://doi.org/10.1007/BF00960642

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