Chemistry of Natural Compounds

, Volume 35, Issue 5, pp 524–528 | Cite as

Alkoxylation and hydration of camphene in the presence of acid catalysts

  • A. B. Radbil'
  • M. V. Kulikov
  • T. N. Sokolova
  • V. R. Kartashov
  • B. A. Zolin
  • B. A. Radbil'


The alkoxylation of camphene in the presence of various acid catalysts is studied. Alkylisobornyl ethers are obtained in high yields if the heteropolyacidsH4SiW12O40 andH3PW12O40 are used as the catalysts. The mechanism of the acid-catalyzed hydration of camphene in aqueous-alcohol solutions is examined.


Ether Organic Chemistry Acid Catalyst Camphene 
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  1. 1.
    S. A. Voitkevich,865 Fragrances for Perfume and Household Chemistry [in Russian], Pishchevaya Promyshlennost', Moscow (1995).Google Scholar
  2. 2.
    S. A. Osadchii and G. A. Tolstikov,Khim. Interes. Ust. Razv.,5, No. 1, 79 (1997).Google Scholar
  3. 3.
    V. Zandermann,Natural Resins, Turpentines, and Tallow Oil [in Russian], Legkaya Promyshlennost', Moscow (1964).Google Scholar
  4. 4.
    V. I. Isagulyants,Synthetic Fragrances [in Russian], Erevan (1947).Google Scholar
  5. 5.
    M. Nomura and T. Tada,J. Chem. Soc. Jpn., No. 10, 1175 (1993).Google Scholar
  6. 6.
    M. Nomura and T. Tada,J. Chem. Soc. Jpn., No. 1, 68 (1992).Google Scholar
  7. 7.
    S. P. Pavlova and N. A. Kamenkov, USSR Pat. No. 352870 (1972);Ref. Zh. Khim., 18N221P (1973).Google Scholar
  8. 8.
    B. Kane, USA Pat. No. 3354225 (1967);Ref. Zh. Khim., 7R502P (1969).Google Scholar
  9. 9.
    R. M. Boden, USA Pat. No. 4582633 (1986);Ref. Zh. Khim., 23R713R (1986).Google Scholar
  10. 10.
    R. M. Boden, USA Pat. No. 4510080 (1985);Ref. Zh. Khim., 1R423P (1985).Google Scholar
  11. 11.
    M. Kitajima and M. Noguchi,Res. Jpn. Assoc. Camphor Ind. Eng., No. 21, 188 (1956).Google Scholar
  12. 12.
    B. Kane and R. Albert, USA Pat. No. 3383422 (1968);Chem. Abstr.,67, 537106 (1969).Google Scholar
  13. 13.
    X. S. De, X. Q. Chen, and Z. Ping,Acta Chim. China,46, No. 7, 693 (1988).Google Scholar
  14. 14.
    G. M. Maksimov,Usp. Khim.,64, 480 (1995).Google Scholar
  15. 15.
    T. Okuhara and M. Misono,J. Synth. Org. Chem. Jpn.,51, No. 2, 128 (1993).Google Scholar
  16. 16.
    S. Du and Y. Xu,Petrochem. Technol.,22, No. 10, 694 (1993).Google Scholar
  17. 17.
    F. A. Chernyshkova,Neftekhimiya,31, No. 5, 579 (1991).Google Scholar
  18. 18.
    I. V. Kozhevnikov,Usp. Khim.,62, 510 (1993).Google Scholar
  19. 19.
    Q. Li and D. Jin,Acta Sci. Natur. Univ. Norm. Humanesis,17, No. 3, 27–30 and 48 (1994).Google Scholar
  20. 20.
    M. A. Schwegler and H. van Bekkum,Bull. Soc. Chim. Belg.,99, 113 (1990).Google Scholar
  21. 21.
    M. V. Kulikov, A. B. Radbil, V. R. Kartashov, B. A. Zolin, V. I. Klimansky, and B. A. Radbil, in: Abstracts of Papers fromInternational Conference on Natural Products and Physiologically Active Substances, Novosibirsk, Russia (1998), p. 145.Google Scholar
  22. 22.
    M. Misono,Catal. Rev. Sci. Eng.,29, 269 (1987).Google Scholar
  23. 23.
    M. Misono and N. Nojiri,Appl. Catal.,64, 1 (1990).Google Scholar
  24. 24.
    G. Yadav and N. Kirthivasan,J. Chem. Soc. Chem. Commun., No. 2, 203 (1995).Google Scholar
  25. 25.
    M. Faraj, USA Pat. No. 5288919 (1995);Chem. Abstr.,124, 30037f (1995).Google Scholar
  26. 26.
    Organikum [Russian translation], Mir, Moscow (1979), Vol. 2, p. 442.Google Scholar
  27. 27.
    N. M. Emmanuel' and D. G. Knorre,Course in Chemical Kinetics [in Russian], Vysshaya Shkola, Moscow (1974).Google Scholar
  28. 28.
    A. Meerwein and J. Gerard,Liebigs Ann. Chem.,435, 189 (1928).Google Scholar

Copyright information

© Kluwer Academic/Plenum Publishers 1999

Authors and Affiliations

  • A. B. Radbil'
  • M. V. Kulikov
  • T. N. Sokolova
  • V. R. Kartashov
  • B. A. Zolin
  • B. A. Radbil'

There are no affiliations available

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