Skip to main content
SpringerLink
Log in

Reactivity of Cyclohexanol CH Bonds toward the tert-Butylperoxy Radical

  • Published:
Kinetics and Catalysis Aims and scope Submit manuscript

Abstract

The effect of the hydroxy group on the partial rate constants of the reactions of the tert-butylperoxy radical with CH bonds in cyclohexanol at 333 K was studied by the Howard–Ingold method. The overall reaction rate constant increased with decreasing alcohol concentration in chlorobenzene because of complex effects of hydrogen bonds at the steps of chain growth and termination. The hydroxy group activates the α-CH bond and deactivates the β- and γ-CH bonds. The reactivity of δ-CH bonds is close to the reactivity of CH bonds in cyclohexane.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. Emanuel', N.M., Denisov, E.T., and Maizus, Z.K., Tsepnye reaktsii okisleniya uglevodorodov v zhidkoi faze (Chain Reactions of Liquid-Phase Oxidation of Hydrocarbons), Moscow: Nauka, 1965.

    Google Scholar 

  2. Denisov, E.T., Mitskevich, N.I., and Agabekov, V.E., Mekhanizm zhidkofaznogo okisleniya kislorodsoderzhashchikh soedinenii (The Mechanism of Oxidation of Oxygen-Containing Compounds), Minsk: Nauka Tekhnika, 1975.

    Google Scholar 

  3. Perkel', A.L., Voronina, S.G., and Freidin, B.G., Usp. Khim., 1994, vol. 63, no. 9, p. 793.

    Google Scholar 

  4. Landolt-Bornstein, Numerical Data and Functional Relationships in Science and Technology: New Ser. Gr. III, Berlin: Springer, 1984, vol. 18.

    Google Scholar 

  5. Hendry, D.G., Gould, C.W., Wchuetzle, D., et al., J. Org. Chem., 1976, vol. 41, no. 1, p. 1.

    Google Scholar 

  6. Puchkov, S.V., Perkel', A.L., and Buneeva, E.I., Kinet. Katal., 2001, vol. 42, no. 6, p. 828.

    Google Scholar 

  7. Karnozhitskii, V., Organicheskie perekisi (Organic Peroxides), Moscow: Inostrannaya Literatura, 1961, p. 23.

    Google Scholar 

  8. Buneeva, E.I., Voronina, S.G., Perkel', A.L., et al., Kinet. Katal., 1990, vol. 31, no. 6, p. 1330.

    Google Scholar 

  9. Siggia, S. and Hanna, J.G., in Quantitative Organic Analysis via Functional Groups, New York: Wiley, 1979.

    Google Scholar 

  10. Denisov, E.T. and Kovalev, G.I., Okislenie i stabilizatsiya reaktivnykh topliv (Oxidation and Stabilization of Reactive Fuels), Moscow: Khimiya, 1983.

    Google Scholar 

  11. Mill, T. and Hendry, D.G., Comprehensive Chemical Kinetics, Bamford, C.N. and Tipper, C.F.H., Eds., Amsterdam: Elsevier, 1980, vol. 16, p. 1.

    Google Scholar 

  12. Chenier, J.H.B., Tong, S.B., and Howard, J.A., Can. J. Chem., 1978, vol. 56, no. 24, p. 3047.

    Google Scholar 

  13. Perkel', A.L. and Voronina, S.G., Zh. Anal. Khim., 1998, no. 4, p. 343.

  14. Perkel', A.L. and Voronina, S.G., Zh. Prikl. Khim., 1999, vol. 72, no. 9, p. 1409.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Kuzbass State Technical University, Kemerovo, Russia

    S. V. Puchkov, E. I. Buneeva & A. L. Perkel'

Authors
  1. S. V. Puchkov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. I. Buneeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. L. Perkel'
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Puchkov, S.V., Buneeva, E.I. & Perkel', A.L. Reactivity of Cyclohexanol CH Bonds toward the tert-Butylperoxy Radical. Kinetics and Catalysis 43, 756–763 (2002). https://doi.org/10.1023/A:1021674217742

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1021674217742

Keywords

Search

Navigation