Skip to main content
Log in

Cleavage of tetrahydrofuran by trimethyliodosilane

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

Conclusions

The reaction of tetrahydrofuran with trimethyliodosilane under mild conditions gives trimethyl-(4-iodobutoxy)silane in quantitative yield. 1-Trimethylsilyl-4-trimethylsiloxybutane (10% yield) and the previously unknown 1,8-bis(trimethylsiloxy)octane (50% yield) are formed in the presence of sodium metal. The reaction of trimethyliodosilane with trimethyl-(4-iodobutoxy)silane gives 1,4-diiodobutane and hexamethyldisiloxane in high yield.

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. L. I. Zakharkin, V. I. Stanko, and V. A. Brattsev, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk,1961, 2079.

  2. M. Kumada and H. Hattori, J. Inst. Polytechnics (Osaka),C3, 77 (1952).

    Google Scholar 

  3. U. Krüerke, Chem. Ber.,95, 174 (1962).

    Google Scholar 

  4. M. G. Voronkov and Yu. P. Romadan, Khim. Geterotsikl. Soedin.,1966, 470.

  5. M. G. Voronkov and Yu. I. Khudobin, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk,1956, 713.

  6. W. Steudel and H. Gilman, J. Am. Chem. Soc.,82, 6129 (1960).

    Google Scholar 

  7. C. S. Marvel and A. L. Tanenbaum, J. Am. Chem. Soc.,44, 2650 (1922).

    Google Scholar 

  8. R. Lespieau, Compt. Rend.,158, 1188 (1914).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 448–450, February, 1975.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Voronkov, M.G., Puzanova, V.E., Pavlov, S.F. et al. Cleavage of tetrahydrofuran by trimethyliodosilane. Russ Chem Bull 24, 377–378 (1975). https://doi.org/10.1007/BF00925793

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00925793

Keywords

Navigation