Skip to main content
SpringerLink
Log in

Chemical polarization of nuclei in the photoreduction of p-benzoquinone in alcoholic solutions

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

Conclusions

  1. 1.

    The photoreduction of p-benzoquinione by ethyl and isopropyl alcohols proceeds through the triplet quinone state.

  2. 2.

    The-unstable products from the alcohol oxidation (vinyl alcohol and the enol acetone) result from disproportionation of the [p-HOC6H4O, CH3ĊHOH] radical pair in the solvent cage.

  3. 3.

    The stable products (acetaldehyde and acetone) are formed in out-cage solvent reactions, a hydroxyl hydrogen being detached from theα-oxyalkyl radical by the quinone, with subsequent isomerization of the unstable products to stable form.

  4. 4.

    Molecular oxygen acts as an acceptor ofα-oxyalkyl radicals, and a quinone triplet state quencher, in these reactions.

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

Literature cited

  1. D. N. Shigorin, A. K. Piskunov, G. A. Val'kova, N. A. Shcheglova, and N. V. Verein, Zh. Organ. Khim.,38, 2279 (1964).

    Google Scholar 

  2. V. G. Plotnikov and D. N. Shigorin, Dokl. Akad. Nauk SSSR,160, 166 (1965).

    Google Scholar 

  3. D. H. Shigorin and V. G. Plotnikov, Zh. Org. Khim.,40, 295 (1966).

    Google Scholar 

  4. V. E. Kholmogorov, Teor. Eksp. Khim.,5, 826 (1969).

    Google Scholar 

  5. G. A. Val'kova, Dissertation, Moscow, 1972.

  6. A. L. Buchachenko, Chemical Polarization of Electrons and Nuclei [in Russian], Nauka (1974).

  7. A. Weissberger (editor), Organic Solvents, in: Techniques of Chemistry, Vol. 2, Wiley-Interscience (1971).

  8. B. Blank and H. Fischer, Helv. Chim. Acta,57, 920 (1974).

    Google Scholar 

  9. H. M. Vyas, S. K. Wong, B. B. Adeleke, and J. K. S. Wan, J. Am. Chem. Soc.,97, 1385 (1975).

    Google Scholar 

  10. H. Veenvliet and D. A. Wiersman, Chem. Phys. Lett.,22, 87 (1973).

    Google Scholar 

  11. D. S. McClure, J. Chem. Phys.,17, 905 (1949).

    Google Scholar 

  12. S. P. McGlynn and J. D. Boggus, J. Chem. Phys.,32, 357 (1960).

    Google Scholar 

  13. N. J. Turro, Molecular Photochemistry, Benjamin (1974).

Download references

Author information

Authors and Affiliations

  1. Institute of Chemical Physics, Academy of Sciences of the USSR, Moscow

    V. M. Kuznets, D. N. Shigorin, A. L. Buchachenko, G. A. Val'kova, A. Z. Yankelevich & N. N. Shapet'ko

  2. L. Ya. Karpov Physicochemical Institute, Moscow

    V. M. Kuznets, D. N. Shigorin, A. L. Buchachenko, G. A. Val'kova, A. Z. Yankelevich & N. N. Shapet'ko

Authors
  1. V. M. Kuznets
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. D. N. Shigorin
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. L. Buchachenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. G. A. Val'kova
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. Z. Yankelevich
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. N. N. Shapet'ko
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 775–780, April, 1977.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kuznets, V.M., Shigorin, D.N., Buchachenko, A.L. et al. Chemical polarization of nuclei in the photoreduction of p-benzoquinone in alcoholic solutions. Russ Chem Bull 26, 704–708 (1977). https://doi.org/10.1007/BF01108185

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01108185

Keywords

Search

Navigation