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Acid Decomposition of p-tert-Butylcumene Hydroperoxide to p-tert-Butylphenol and Acetone

  • Organic Synthesis and Industrial Organic Chemistry
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Abstract

p-tert-Butyphenol is a valuable product of basic organic synthesis, widely used in various branches of industry. The relationships of acid decomposition of p-tert-butylcumene hydroperoxide to p-tert-butylphenol and acetone as one of the key steps of the alternative method for p-tert-butylphenol synthesis were studied. The influence exerted by temperature, catalyst concentration, and initial concentration of p-tert-butylcumene hydroperoxide on its acid decomposition was examined. Conditions ensuring preparation of p-tert-butylphenol in 92% yield were found. A kinetic model of the acid decomposition of p-tert-butylcumene hydroperoxide in the presence of concentrated sulfuric acid was constructed; it adequately describes the experimental data and allows substantiation of the reaction mechanism.

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Authors and Affiliations

  1. Yaroslavl State Technical University, Yaroslavl, 150023, Russia

    E. M. Yarkina, E. A. Kurganova, A. S. Frolov, G. N. Koshel’ & E. M. Denisova

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  1. E. M. Yarkina
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  2. E. A. Kurganova
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  3. A. S. Frolov
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  4. G. N. Koshel’
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  5. E. M. Denisova
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Corresponding author

Correspondence to E. A. Kurganova.

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The authors declare that they have no conflict of interest.

Russian Text © The Author(s), 2019, published in Zhurnal Prikladnoi Khimii, 2019, Vol. 92, No. 11, pp. 1427-1434.

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Yarkina, E.M., Kurganova, E.A., Frolov, A.S. et al. Acid Decomposition of p-tert-Butylcumene Hydroperoxide to p-tert-Butylphenol and Acetone. Russ J Appl Chem 92, 1524–1530 (2019). https://doi.org/10.1134/S1070427219110090

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  • DOI: https://doi.org/10.1134/S1070427219110090

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