Reaction of pentaerythritol with trialkylsilanes in presence of certain metal halides

  • B. N. Dolgov
  • G. Vinter
  • V. A. Komarov
  • N. P. Kharitonov
  • Yu. I. Khudobin
Organic and Biological Chemistry
Received:
  • 37 Downloads

Summary

  1. 1.

    A study was made of the reaction of trialkylsilanes with pentaerythritol in presence of certain metal halides. The reaction rate depends on the structure of the trialkylsilane and the amount of catalyst.

     
  2. 2.

    The infrared absorption spectra of the silyl derivatives of pentaerythritol obtained in the region 3600-3100 cm−1 indicate the presence of both inter- and intra-molecular hydrogen bonds, which explains the low reactivities of the unsubstituted hydroxy groups.

     

Keywords

Hydrogen Hydrogen Bond Absorption Spectrum Halide Hydroxy Group 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
This is a preview of subscription content, log in to check access.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    B. N. Dolgov, Transactions of Conference on the Chemistry and Practical Application of Organosilicon Com pounds [in Russian], Vol. 1, Leningrad, Izd. TsBTI, p. 18 (1958).Google Scholar
  2. 2.
    B. N. Dolgov, N. P. Kharitonov, and M. G. Voronkov, Zh. obshch. khimii,24, 678 (1954).Google Scholar
  3. 3.
    B. N. Dolgov, N. P. Kharitonov, and M. G. Voronkov, Zh. obshch. khimii,24, 1176 (1954).Google Scholar
  4. 4.
    W. S. Miller, J. S. Peake and W. H. Nebergall, J. Amer. Chem. Soc.,79, 5604 (1957).Google Scholar
  5. 5.
    B. N. Dolgov, N. P. Kharitonov, and M. G. Voronkov, Zh. obshch. khimii,24, 861 (1954).Google Scholar
  6. 6.
    B. N. Dolgov, Yu. I. Khudobin, and N. P. Kharitonov, Izv. AN SSSR. Otd. khim. n., 1958, 113; Author's Certi ficate No. 116611 (1957).Google Scholar
  7. 7.
    B. N. Dolgov, N. P. Kharitonov, N. E. Glushkova, and Yu. I. Khudobin, Zh. obshch. khimii,28, 2710 (1958).Google Scholar
  8. 8.
    Yu. I. Khudobin, B. N. Dolgov, and N. P. Kharitonov, Transactions of Conference on the Chemistry and Prac tical Application of Organosilicon Compounds [in Russian], Vol. 1, Leningrad, Izd. TsBTI, 1958, p. 220.Google Scholar
  9. 9.
    B. N. Dolgov, Yu. I. Khudobin, and N. P. Kharitonov, Izv. AN SSSR. Otd. khim. n., 1959, 1238.Google Scholar
  10. 10.
    M. M. Sprung and L. S. Nelson, J. Organ. Chem.,20, 1750 (1955).Google Scholar
  11. 11.
    R. H. Krieble and C. A. Burchard, J. Amer. Chem. Soc.,69, 2689 (1947).Google Scholar
  12. 12.
    B. N. Dolgov, N. P. Kharitonov, and T. V. Tsukshverdt, Zh. obshch. khimii,28, 2714 (1958).Google Scholar
  13. 13.
    H. Breederveld, Recueil trav. chim.,72, 706 (1953).Google Scholar
  14. 14.
    R. Schwarz and E. Baronetzky, Angew. Chem.,68, 335 (1956).Google Scholar
  15. 15.
    F. A. Henglein, R. Lang, and K. Scheinost, Makromolek. Chem.,18/19, 102 (1956).Google Scholar
  16. 16.
    F. A. Henglein and K. Scheinost, Makromolek. Chem.,21, 59 (1956).Google Scholar
  17. 17.
    F. C. Whitmore, F. W. Piltzura, and L. H. Sommer, J. Amer. Chem. Soc.,69, 2108 (1947).Google Scholar
  18. 18.
    C. Kraus and W. Nelson, J. Amer. Chem. Soc.,56, 195 (1934).Google Scholar
  19. 19.
    L. Ebort, Ber.,64, 114 (1931).Google Scholar
  20. 20.
    Yu. V. Karyakin and I. I. Angelov, Pure Chemical Reagents [in Russian], Goskhimizdat (1955).Google Scholar
  21. 21.
    E. Berlow, R. H. Barth, and J. E. Snow, The Pentaerythritols, N.Y. (1958).Google Scholar
  22. 22.
    M. G. Voronkov, B. N. Dolgov, and N. P. Zapevolva, Uch. zap. LGU, seriya khim.,12, 161 (1953).Google Scholar
  23. 23.
    Bellamy, Infrared Spectra of Molecules [Russian translation], Izd. inostr. liter. (1957).Google Scholar
  24. 24.
    A. E. Lutskii, Uspekhi khimii,23, 449 (1954).Google Scholar

Copyright information

© Consultants Bureau Enterprises, Inc. 1964

Authors and Affiliations

  • B. N. Dolgov
    • 1
    • 2
  • G. Vinter
    • 1
    • 2
  • V. A. Komarov
    • 1
    • 2
  • N. P. Kharitonov
    • 1
    • 2
  • Yu. I. Khudobin
    • 1
    • 2
  1. 1.I. V. Grebenshchikov Institute of Silicate ChemistryAcademy of SciencesUSSR
  2. 2.Leningrad State UniversityUSSR

Personalised recommendations