Skip to main content
SpringerLink
Log in

Isomer conversions in perfluoro-1-ethylindane under the action of antimony pentafluoride

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Abstract

Perfluoro-1-ethylindane on heating with SbF5 is isomerized to perfluoro-1,1-dimethylindane, perfluoro-α,Β-o-trimethylstyrene, and perfluoro-1,2-dimethylindane. In the presence of SbF5, the latter two products are converted one into the other. In addition, in SbF5 perfluoro-1,2-dimethylindane is defluorinated to perfluoro-2,3-dimethylindene and fluorinated to perfluoro-2,3-dimethyl-4,5,6,7-tetrahydroindene which is further fluorinated to perfluoro-1,2-dimethyl-4,5,6,7-tetrahydroindane and is converted at 200‡C to perfluoro-1,7-dimethylindane. The latter is also formed on heating perfluoro-α,Β-o-trimethylstyrene with SbF5 at 200‡C.

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

Literature cited

  1. V. M. Karpov, T. V. Mezhenkova, V. E. Platonov, and G. G. Yakobson, Izv. Akad. Nauk SSSR, Ser. Khim., No. 8, 1918 (1987).

    Google Scholar 

  2. V. M. Karpov, T. V. Mezhenkova, V. E. Platonov, and G. G. Yakobson, Bull. Soc. Chim. France, 980 (1986).

  3. V. M. Karpov, V. E. Platonov, and G. G. Yakobson, Tetrahedron,34, 3215 (1978).

    Google Scholar 

  4. Yu. V. Pozdnyakovich, T. V. Chuikova, and V. D. Shteingarts, Zh. Org. Khim.,11, 1689 (1975).

    Google Scholar 

  5. V. D. Shteingarts, Yu. V. Pozdnyakovich, and G. G. Yakobson, Zh. Org. Khim.,7, 2002 (1971).

    Google Scholar 

  6. Yu. V. Pozdnyakovich and V. D. Shteingarts, Zh. Org. Khim.,14, 2237 (1978); V. V. Bardin, G. G. Furin, and G. G. Yakobson, Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, Issue 6, No. 14, 142 (1978).

    Google Scholar 

  7. H. E. O'Neal and S. W. Benson, J. Phys. Chem.,72, 1866 (1968); S. Patrick in: Advances in Fluorine Chemistry (Stacey, Tatlow and Sharpe, eds.), Butterworths, London.

    Google Scholar 

  8. J. W. Elmsley, J. Feeney, and L. H. Sutcliffe (eds.), Progress in Nuclear Magnetic Resonance Spectroscopy, Vol. 2, Pergamon, New York, (1967).

    Google Scholar 

  9. N. G. Malyuta, V. E. Platonov, G. G. Furin, and G. G. Yakobson, Tetrahedron,31, 1201 (1975).

    Google Scholar 

  10. K. V. Dvornikova, N. V. Ermolenko, V. E. Platonov, and G. G. Yakobson, Zh. Org. Khim.,7, 2629 (1971); K. V. Dvornikova, V. E. Platonov, L. N. Pushkina, et al., Zh. Org. Khim.,8, 1042 (1972).

    Google Scholar 

  11. V. M. Karpov, T. V. Mezhenkova, V. E. Platanov, and G. G. Yakobson, J. Fluorine Chem.,28, 121 (1985).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Siberian Branch of the Academy of Sciences of the USSR, Novosibirsk Institute of Organic Chemistry, USSR

    V. M. Karpov, T. V. Mezhenkova & V. E. Platonov

Authors
  1. V. M. Karpov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. V. Mezhenkova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. E. Platonov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 645–652, March, 1990.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Karpov, V.M., Mezhenkova, T.V. & Platonov, V.E. Isomer conversions in perfluoro-1-ethylindane under the action of antimony pentafluoride. Russ Chem Bull 39, 566–572 (1990). https://doi.org/10.1007/BF00959585

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00959585

Keywords

Search

Navigation