Skip to main content
Log in

Telomerization of 1-pentene by chloroform and the chemical transformation of the resultant telomers

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

Conclusions

  1. 1.

    The reaction of 1-pentene with CHCl3 induced by peroxides yields CCl3(CH2CHC3H7)nH (n=1, 2) telomers in a 10∶1 ratio: 1,1,1-trichlorohexane and 1,1,1-trichloro-3-propyloctane.

  2. 2.

    1,1,1-Trichlorohexane is reduced in good yield to 1,1-dichlorohexane by isopropyl alcohol in the presence of Fe(CO)5. This reduction is accompanied by the rearrangement of CCl2(CH2)3CH2CH3 with 1, 5-hydrogen migration. Under the conditions selected, there is virtually no 1,6 -hydrogen migration from the CH3 group.

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. R. Kh. Freidlina et al., Methods in Heteroorganic Chemistry. Chlorine. Aliphatic Compounds [in Russian], Nauka, Moscow (1973), Chap. IV, V, pp. 132–137, 151, 197, Chap. XI, pp. 531, 152 (a), 340 (b).

    Google Scholar 

  2. N. A. Kuz'mina, N. P. Zhiryukhina, E. Ts. Chukovskaya, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 2090 (1981).

  3. T. T. Vasil'eva, L. N. Goncharova, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 1182 (1977).

  4. N. V. Kruglova, Sh. A. Karapet'yan, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 1509 (1975).

  5. F. K. Velichko, E. Ts. Chukovskaya (E. C. Chukovskaya, V. I. Dostovalova, N. A. Kuz'mina (Kuzmina), and R. Kh. Freidlina, Org. Magn. Reson.,7, 361 (1975).

    Google Scholar 

  6. V. I. Dostovalova, F. K. Velichko, T. T. Vasil'eva, N. V. Kruglova, and R. Kh. Freidlina, Org. Magn. Reson.,16, 251(1981).

    Google Scholar 

  7. A. A. Kamyshova, E. Ts. Chukovskaya, and R. Kh. Freidlina, Dokl. Akad. Nauk SSSR,233, 122 (1977).

    Google Scholar 

  8. J. Normant, Bull. Soc. Chim. France, 1868 (1963).

  9. N. S. Vulf'son (editor), Preparative Organic Chemistry [in Russian], Goskhimizdat, Moscow (1959), p. 361.

    Google Scholar 

  10. N. V. Kruglova and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 1028 (1971).

  11. B. G. Brown, Organic Reactions [Russian translation], Coll. Vol. 6, Inostr. Lit., Moscow (1953), p. 409.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 867–872, April, 1983.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kruglova, N.V., Skokova, T.N. Telomerization of 1-pentene by chloroform and the chemical transformation of the resultant telomers. Russ Chem Bull 32, 790–794 (1983). https://doi.org/10.1007/BF00953478

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00953478

Keywords

Navigation