Skip to main content
Log in

Pathways of Liquid-Phase Oxidation of Cyclohexanol

  • Published:
Russian Journal of Applied Chemistry Aims and scope Submit manuscript

Abstract

The kinetics of product accumulation in uncatalyzed oxidation of cyclohexanol at 403 K was studied. Along with the compounds originating from oxidation of cyclohexanol at position 1 (cyclohexanone, hydrogen peroxide, 1-hydroxycyclohexyl hydroperoxide), products formed by oxidation of C-H bonds at positions 2-4 were detected: 2-, 3-, and 4-hydroxycyclohexyl hydroperoxides (cis and trans isomers), 1,2-, 1,3-, and 1,4-dihydroxycyclohexanes (cis and trans isomers), 2- and 4-hydroxycyclohexanones, and 2-cyclohexenone.

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

Access this article

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

Instant access to the full article PDF.

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 (Mechanism of Liquid-Phase Oxidation of Oxygen-Containing Compounds), Minsk: Nauka i Tekhnika, 1975.

    Google Scholar 

  3. Perkel', A.L., Voronina, S.G., and Freidin, B.G., Usp. Khim., 1994, vol. 63, no. 9, pp. 793-809.

    Google Scholar 

  4. Korcek, S., Chenier, J.H.B., Howard, J.A., et al., Can. J. Chem., 1972, vol. 50, no. 14, pp. 2285-2297.

    Google Scholar 

  5. Hendri, D.G., Gould, C.M., Schuetzle, D., et al., J. Org. Chem., 1976, vol. 41, no. 1, p. 1-10.

    Google Scholar 

  6. Landolt-Bornstein Zahlwerte, Funktionen aus Naturwissenschaften und Technik, Neue Serie, Gruppe II, Berlin: Springer, 1984, vol. 13.

    Google Scholar 

  7. Neginskaya, R.V., Freidin, B.G., Dolgikh, V.V., et al., Zh. Prikl. Khim., 1985, vol. 55, no. 11, pp. 2512-2516.

    Google Scholar 

  8. Puchkov, S.V., Perkel', A.L., and Buneeva, E.I., Kinet. Katal., 2001, vol. 42, no. 5, pp. 1-8.

    Google Scholar 

  9. Freidin, B.G. and Ermolaeva, L.I., Zh. Prikl. Khim., 1970, vol. 43, no. 5, pp. 2512-2516.

    Google Scholar 

  10. Perkel', A.L., Freidin, B.G., Voronina, S.G., and Perkel', R.L., Zh. Anal. Khim., 1993, vol. 48, no. 8, pp. 1399-1406.

    Google Scholar 

  11. Buneeva, E.I, Puchkov, S.V., Yarysh, O.N., and Perkel', A.L., Zh. Anal. Khim., 1998, vol. 53, no. 8, pp. 882-885.

    Google Scholar 

  12. Siggia, S. and Hanna, J.G., Quantitative Organic Analysis via Functional Groups, New York: Wiley-Interscience, 1979.

    Google Scholar 

  13. Comprehensive Organic Chemistry. The Synthesis and Reactions of Organic Compounds, Barton, D. and Ollis, W.D., Eds., vol. 1: Oxygen Compounds, Stoddart,, J.F., Ed., Oxford: Pergamon, 1979.

  14. Terent'ev, V.A. and Antonovskii, V.L., in Uspekhi khimii organicheskikh perekisnykh soedinenii i avtookisleniya (Advances in Chemistry of Organic Peroxides and Autooxidation), Moscow: Khimiya, 1969, pp. 435-442.

    Google Scholar 

  15. Dneprovskii, A.S. and Temnikova, T.I., Teoret icheskie osnovy organicheskoi khimii (Theoretical Foundations of Organic Chemistry), Leningrad: Khimiya, 1979.

    Google Scholar 

  16. March, J., Advanced Organic Chemistry. Reactions, Mechanisms, and Structure, New York: Wiley-Interscience, 1985.

    Google Scholar 

  17. Fieser, L.F. and Fieser, M., Advanced Organic Chemistry, New York: Reinhold, 1962.

    Google Scholar 

  18. Perkel', A.L. and Voronina, S.G., Zh. Prikl. Khim., 1999, vol. 72, no. 9, pp. 1409-1419.

    Google Scholar 

  19. Zhavnerko, K.A. and Erofeev, B.V., Vestsi Akad. Navuk Bel. SSR, Ser. Khim. Navuk, 1968, no. 3, pp. 67-71.

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Puchkov, S.V., Buneeva, E.I. & Perkel', A.L. Pathways of Liquid-Phase Oxidation of Cyclohexanol. Russian Journal of Applied Chemistry 75, 248–253 (2002). https://doi.org/10.1023/A:1016160319480

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1016160319480

Keywords

Navigation