Skip to main content
SpringerLink
Log in

Reaction of silicon with alcohols in autoclave

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A reaction of activated silicon with alcohols in an autoclave at 240—270 °C was studied. It was found that primary alcohols form tetraalkoxysilanes Si(OR)4 with high selectivity (up to 97%), while the secondary PriOH gave a mixture of compounds HSi(OPri)3, Si(OPri)4, HSi(OPri)2OSi(OPri)2H, HSi(OPri)2OSi(OPri)3, and Si(OPri)3OSi(OPri)3 with the predominance of trialkoxysilane (up to 67%). Carrying out the reaction under the indicated conditions has the advantage of experimental simplicity, reagent availability, high conversion of silicon, good isolated yields of products.

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

References

  1. E. G. Rochow, J. Am. Chem. Soc., 1948, 70, 2170.

    Article  CAS  Google Scholar 

  2. US Pat. 2473, 260, June 14, 1949.

  3. W. E. Newton, E. G. Rochow, Inorg. Chem., 1970, 9, 1071.

    Article  CAS  Google Scholar 

  4. US Pat. 3641077, 1972.

  5. S. H. Kareem, F. A. AlSaady, N. A. Hikmat, J. Assoc. Arab. Universities for Basic and Applied Sciences, 2012, 12, 27.

    CAS  Google Scholar 

  6. M. Okamoto, J.-I. Komai, M. Uematsu, E. Suzuki, Y. Ono, J. Organomet. Chem., 2001, 619, 235.

    Article  CAS  Google Scholar 

  7. M. N. Temnikov, A. S. Zhiltsov, V. M. Kotov, I. V. Krylova, M. P. Egorov, A. M. Muzafarov, Silicon, 2015, 7, 69.

    Article  CAS  Google Scholar 

  8. US Pat. 7429672 B2, 30.09.2008.

  9. US Pat. 0132721, 5.06.2008.

  10. US Pat. 6680399 B2, 20.01.2004.

  11. US Pat. 5362897, 8.11.1994.

  12. US Pat. 6191296 B1, 20.02.2001.

  13. M. Okamoto, E. Suzuki, Y. Ono, J. Catal., 1994, 145, 537.

    Article  CAS  Google Scholar 

  14. US Pat. 5084590, 28.01.1992.

  15. US Pat. 4727173, 23.02.1988.

  16. E. Suzuki, Y. Ono, J. Catal., 1990, 125, 390.

    Article  CAS  Google Scholar 

  17. M. Okamoto, N. Watanabe, E. Suzuki, Y. Ono, J. Organomet. Chem., 1995, 489, 12.

    Article  Google Scholar 

  18. M. Okamoto, E. Suzuki, Y. Ono, J. Chem. Soc. Chem. Commun., 1994, 507.

    Google Scholar 

  19. R. Becerra, S. E. Boganov, M. P. Egorov, I. V. Krylova, V. M. Promyslov, R. Walsh, J. Am. Chem. Soc., 2012, 134, 10493.

    Article  CAS  Google Scholar 

  20. S. E. Boganov, M. P. Egorov, V. I. Faustov, O. M. Nefedov, R. Beserra, R. Uolsh, Russ. Chem. Bull. (Int. Ed.), 2005, 54, 483 [Izv. Akad. Nauk, Ser. Khim., 2005, 477].

    Article  CAS  Google Scholar 

  21. M. Okamoto, M. Osaka, K.-I. Yamamoto, E. Suzuki, Y. Ono, J. Catal., 1993, 143, 64.

    Article  CAS  Google Scholar 

  22. E. Suzuki, M. Okamoto, Y. Ono, Chem. Lett., 1991, 199.

    Google Scholar 

  23. Z. Zhang, Z. Huang, Q. Tian, Y. Li, X. Li, X. Liang, L. Du, Phosphorus, Sulfur, Silicon Related Elements, 2015, 190, 567.

    Article  CAS  Google Scholar 

  24. R. Wakabayashi, K. Kawahara, K. Kuroda, Angew. Chem., Int. Ed., 2010, 49, 5273.

    Article  CAS  Google Scholar 

  25. F. Höfler, Monats. Chemie, 1975, 106, 593.

    Article  Google Scholar 

  26. A. G. Moiseev, W. J. Leigh, Organometallics, 2007, 26, 6277.aaa

    Article  CAS  Google Scholar 

  27. J. Brus, J. Karhan, P. Kotlik, Coll. Czech. Chem. Comm., 1996, 61, 691.

    Article  CAS  Google Scholar 

  28. H. G. Emblem, K. Hargreaves, J. Inorg. Nucl. Chem., 1968, 30, 721.

    Article  CAS  Google Scholar 

  29. W. E. Newton, E. G. Rochow, J. Chem. Soc., 1970, 2664.

    Google Scholar 

  30. J. R. Wrighrt, R. O. Bolt, A. Goldschmidt, A. D. Abbot, J. Am. Chem. Soc., 1958, 80, 1733.

    Article  Google Scholar 

  31. U. Wannagat, G. Bogedain, H. Hajibegli, H.-H. Moretto, Monats. Chem., 1990, 121, 865.

    Article  CAS  Google Scholar 

  32. W. Gerrard, A. H. Woodhead, J. Chem. Soc., 1951, 519.

    Google Scholar 

  33. W. L. F. Armarego, D. D. Perrin, Purification of Laboratory Chemicals, Butterworth-Heinemann, 2000.

    Google Scholar 

  34. E. W. Abrahamson, I. Joffe, H. W. Post, J. Org. Chem., 1948, 13, 275.

    Article  CAS  Google Scholar 

  35. M. E. Havill, I. Joffe, H. W. Post, J. Org. Chem., 1948, 13, 280.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    I. V. Krylova, M. P. Egorov & O. M. Nefedov

Authors
  1. I. V. Krylova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. P. Egorov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. O. M. Nefedov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to I. V. Krylova.

Additional information

Dedicated to Academician of the Russian Academy of Sciences R. Z. Sagdeev on the occasion of his 75th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 0260—0266, February, 2017.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Krylova, I.V., Egorov, M.P. & Nefedov, O.M. Reaction of silicon with alcohols in autoclave. Russ Chem Bull 66, 260–266 (2017). https://doi.org/10.1007/s11172-017-1726-7

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-017-1726-7

Key words

Search

Navigation