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Decomposition of tertiary butyl hydroperoxide into radicals under the effect of hydrogen ions

Conclusions

  1. 1.

    We have established that tert-butyl hydroperoxide decomposes into radicals under the effect of hydrogen ions of perchloric acid. At sufficiently low concentrations of acid (< 0.01 mole) and hydroperoxide (< 0.03 mole) the rate of initiation wi=ki[ROOH]2− [HClO4], ki=4.0×1015 exp (−28,000/RT) mole−2 · sec−1.

  2. 2.

    Only 20% of the hydroperoxide decomposes into radicals. Heterolytic decomposition of the hydroperoxide into molecular products is more intense.

  3. 3.

    It is postulated that radical formation takes place as follows: ROOH2 ++ROOH → RO+H3O++ROO.

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Literature cited

  1. 1.

    V. M. Solyanikov and E. T. Denisov, Dokl. Akad. Nauk SSSR,173, 1106 (1967).

  2. 2.

    F. Kish and Kh. S. Sagdasar'yan, Zh. Fiz. Khim.,40, 1339 (1966).

  3. 3.

    E. T. Denisov, Zh. Fiz. Khim.,38, 2085 (1964).

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    I. Rocek, Collect. Czechoslow. Chem. Commun.,22, 1 (1957).

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    K. P. Mishchenko and A. V. Ravdel', Practical Physical Chemistry [in Russian], Gospolitizdat (1961).

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    M. G. Evans and N. Uri, Trans. Faraday Soc.,45, 224 (1949).

  7. 7.

    E. J. E. Hawkins, Organic Peroxides [Russian translation], Khimiya (1964).

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1391–1393, June, 1968.

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Solyanikov, V.M., Denisov, E.T. Decomposition of tertiary butyl hydroperoxide into radicals under the effect of hydrogen ions. Russ Chem Bull 17, 1315–1316 (1968). https://doi.org/10.1007/BF01106298

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Keywords

  • Hydrogen
  • Hydroperoxide
  • Butyl
  • Perchloric Acid
  • Radical Formation