Skip to main content
Log in

Particular constants of chain transfer in the telomerization of ethylene and propylene by carbon tetrachloride in the presence of aromatic and hydroxyl-containing solvents

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

Conclusions

  1. 1.

    The dielectric constant of the medium and the solvating ability of the solvents (n-C6H14, C6H6, t-C4H9OH, i-C3H7OH, CH3OH) have little effect upon the total rate and rati of telomerization products of ethylene and propylene with CCl4 at 100–105‡.

  2. 2.

    The sharp increase in the yield of tetrachloropropane and the total rate of the process, observed in certain cases when the telomerization of ethylene with CCl4 is conducted in autoclaves in the presence of alcohols with labile α-hydrogen, is always accompanied by the appearance of Fe compounds in the reaction mixture. The basic cause of such effects is the joint accelerating influence of alcohol and iron compounds formed in its presence as a result of corrosion upon chain transfer with CCl4.

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

Literature cited

  1. D. L. Tuleen, W. G. Bentrude, and J. C. Martin, J. Amer. Chem. Soc.,85, 1938 (1963).

    Google Scholar 

  2. W. G. Bentrude and A. K. Macknight, Tetrahedron Letters,1966, 3147.

  3. E. S. Huyser, Adv. in Free-Radical Chem.; Edited by G. H. Williams, Academic Press,1, 73 (1965).

  4. F. F. Rust and E. A. Youngman, J. Organ. Chem.,27, 3778 (1962).

    Google Scholar 

  5. M. D. Cohen, J. E. Leffler, and L. M. Barbato, J. Amer. Chem. Soc.,76, 4168 (1954).

    Google Scholar 

  6. C. Walling and F. R. Mayo, Chem. Rev.,46, 191 (1950); C. C. Price and J. G. Walsh, J. Polymer Sci.,6, 239 (1951); M. F. Sorokin and I. M. Kochnev, Vysokomolek. Soed.,5, 198 (1964).

    Google Scholar 

  7. I. Nemesh, N. N. Ugarova, and O. Dobish, Zh. Fiz. Khimii,40, 466 (1966).

    Google Scholar 

  8. A. D. Jenkins, J. Polymer Sci.,29, 245 (1958); G. M. Burnett, W. S. Dailey, and J. M. Pearson, Trans. Faraday Soc.,61, 1216 (1965).

    Google Scholar 

  9. G. Henrici-Olive and S. Olive, Z. Phys. Chem.,42, 35, 51 (1966).

    Google Scholar 

  10. C. H. Bamford, R. Denyer, and G. C. Eastmond, Trans. Faraday Soc.,62, 688 (1966); C. H. Bamford and R. Denyer, Ibid.,62, 1567 (1966); C. H. Bamford, G. C. Eastmond, and W. R. Maltman, Ibid.,62, 2531 (1966).

    Google Scholar 

  11. J. Shigemitsu, J. Odaira, and S. Tsutsumi, Bull. Chem. Soc. Japan,38, 1450 (1965); J. Takagi and T. Asahara, J. Chem. Soc. Japan,64, 1634 (1961); T. Asahara and J. Hirano, Ibid.,69, 1214 (1966).

    Google Scholar 

  12. T. Asahara and J. Hirano, J. Chem. Soc. Japan,69, 1355 (1966).

    Google Scholar 

  13. F. W. Mellows and M. Burton, J. Phys. Chem.,66, 2164 (1962).

    Google Scholar 

  14. V. Jaacks and F. R. Mayo, J. Amer. Chem. Soc.,87, 3371 (1965).

    Google Scholar 

  15. B. A. Énglin and R. Kh. Freidlina, Zh. Fiz. Khimii,39, 2208 (1965).

    Google Scholar 

  16. B. A. Énglin and R. Kh. Freidlina, Izv. AN SSSR, Ser. Khim.,1966, 2097.

  17. A. Weisberger, E. Proskauer, J. Riddik, and E. Tups, Organic Solvents [Russian translation], IL, 1958.

  18. B. A. Énglin, B. N. Osipov, and R. Kh. Freidlina, Izv. AN SSSR, Ser. Khim.,1967, 1736.

  19. G. A. Mortimer, J. Polymer. Sci.,A4, 881 (1966).

    Google Scholar 

  20. E. I. Henley and C. Chong, J. Polymer Sci.,36, 511 (1959).

    Google Scholar 

  21. W. H. Urry, F. W. Stacey, O. O. Juveland, and E. S. Huyser, J. Amer. Chem. Soc.,76, 450 (1954).

    Google Scholar 

  22. K. Hirota and M. Hatada, Bull. Chem. Soc. Japan,34, 1644 (1961).

    Google Scholar 

  23. F. M. Lewis and F. R. Mayo, J. Amer. Chem. Soc.,76, 457 (1954).

    Google Scholar 

  24. T. Asahara and J. Hirano, J. Chem. Soc. Japan,69, 1512 (1966).

    Google Scholar 

  25. T. Asahara and J. Hirano, J. Chem. Soc. Japan,69, 1518 (1966).

    Google Scholar 

  26. R. Kh. Freidlina, E. Ts. Chukovskaya, and B. A. Énglin, Dokl. AN SSSR,159, 1346 (1964).

    Google Scholar 

  27. E. Ts. Chukovskaya, A. A. Kamyshova, and R. Kh. Freidlina, Dokl. AN SSSR,164, 602 (1965).

    Google Scholar 

  28. M. Asscher and D. Vofsi, J. Chem. Soc., 1961, 2261;1963, 3921.

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2399–2406, November, 1967.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Énglin, E.A., Osipov, B.N., Ermakov, I.L. et al. Particular constants of chain transfer in the telomerization of ethylene and propylene by carbon tetrachloride in the presence of aromatic and hydroxyl-containing solvents. Russ Chem Bull 16, 2289–2295 (1967). https://doi.org/10.1007/BF00911829

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00911829

Keywords

Navigation