Skip to main content
Log in

Comparative study of different methods for the preparation of dichlorocarbene

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

Summary

  1. 1.

    A comparative study of the different methods for obtaining dichlorocarbene was made by the method of “competing” addition.

  2. 2.

    The relative rate constants for the dichloromethylenation of cyclohexene and a number of its 1-substituted derivatives were determined, and also their relative reactivity in this reaction, which values are found to be in complete agreement with the electronic nature of the substituents attached to the multiple bond, and are independent of the method used to generate the dichlorocarbene.

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.

Literature cited

  1. I. L. Knunyants, N. P. Gambaryan, and E. M. Rokhlin, Uspekhi Khimii,27, 1361 (1958); E. Chinoporos, Chem. rev.,63, 235 (1963).

    Google Scholar 

  2. S. W. Tobey and R. West, J. Amer. Chem. Soc.,86, 56 (1964).

    Google Scholar 

  3. O. M. Nefedov and A. A. Ivashenko, Dokl. AN SSSR,156, 884 (1964).

    Google Scholar 

  4. W. von E. Doering, and A. K. Hoffmann, J. Amer. Chem. Soc.,76, 6162 (1954).

    Google Scholar 

  5. W. E. Parham and E. E. Schweizer, J. Organ. Chem.,24, 1733 (1959).

    Google Scholar 

  6. W. M. Wagner, Proc. Chem. Soc.,1959, 229.

  7. D. Seyferth, J. M. Burlitch, et al., J. Organ. Chem.,27, 1491 (1962);28, 1163 (1963); J. Amer. Chem. Soc.,84, 1757 (1962).

    Google Scholar 

  8. S. W. Tobey and R. West, Tetrahedron Letters1963, 1179.

  9. O. M. Nefedov, M. N. Manakov, and A. A. Ivashenko, Izv. AN SSSR, Otd. Khim. Nauk,1962, 1242.

  10. G. L. Closs and L. E. Closs, J. Amer. Soc.,82, 5723 (1960).

    Google Scholar 

  11. O. M. Nefedov, N. N. Novitskaya, and A. D. Petrov, Dokl. AN SSSR,152, 629 (1963).

    Google Scholar 

  12. M. Mousseron and R. Jacquier, Bull. Soc. chim. France,1950, 648.

  13. E. Royals and C. M. Hendry, J. Organ. Chem.,15, 1147 (1950).

    Google Scholar 

  14. T. Logan, J. Organ. Chem.,28, 1129 (1963).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 538–541, March, 1965

Rights and permissions

Reprints and permissions

About this article

Cite this article

Nefedov, O.M., Shafran, R.N. Comparative study of different methods for the preparation of dichlorocarbene. Russ Chem Bull 14, 515–518 (1965). https://doi.org/10.1007/BF00846617

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00846617

Keywords

Navigation