Skip to main content
SpringerLink
Log in

Investigations with compounds labeled with C14 and N15

Communication 10. Study of isomerization reactions of azoxy compounds with the aid of N15

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

Summary

  1. 1.

    A study was made of the isomerization of azoxybenzene-N15 into o- and p-hydroxy azo compounds under the action of sulfuric and chlorosulfonic acids, acetic anhydride, and also ultraviolet radiation.

  2. 2.

    There are at least two types of rearrangements of azoxybenzene (and probably of other azoxy compounds): a) rearrangement of azoxybenzene into p-(phenylazo)phenol via an intermediate symmetric compound, in which case both benzene rings are hydroxylated in equal degree; b) rearrangement of azoxybenzene into o-(phenylazo)-phenol without a symmetrization stage, in which case the benzene ring remote from the NO group is hydroxylated.

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. V. I. Maimind, O. M. Enisherlova, K. M. Ermolaev, R. G. Vdovina, G. A. Galegov, and M. M. Shemyakin, Zhur. Obshch. Khim.28, 2223 (1958).

    Google Scholar 

  2. M. M. Shemyakin, V. I. Maimindrand B. K. Vaichunaite, Zhur. Obshch. Khim.28, 1708 (1958); Chem. and Ind. 755 (1958).

    Google Scholar 

  3. T. Parsons and J. C. Bailar, J. Am. Chem. Soc.58, 268 (1936).

    Google Scholar 

  4. P. H. Gore and G. K. Huges, Austral. J. Sci. Res.3A, 136 (1950).

    Google Scholar 

  5. P. H. Gore and G. K. Huges, Austral. J. Sci. Res.4A, 185 (1951).

    Google Scholar 

  6. V. O. Lukashevich and T. N. Kurdyumova, Zhur. Obshch. Khim.18, 1963 (1948).

    Google Scholar 

  7. G. M. Badger and K, G. Butlery, J. Chem. Soc. 2243 (1954).

  8. O. Wallach and L. Belli, Ber.13, 525 (1880).

    Google Scholar 

  9. A. Wohl. Ber.36, 4139 (1903).

    Google Scholar 

  10. E. Bamberger, J. prakt. Chem. (2)102, 267 (1921).

    Google Scholar 

  11. E. Müller, Die Azoxyverbindungen (Stuttgart, 1936).

  12. M. M. Shemyakin, V. I. Maimind, and B. K. Vaichunaite, Izvest. Akad. Nauk SSSR, Otdel. Khim. Nauk 1260 (1957).

  13. L. C. Behr, J. Am. Chem. Soc.76, 3672 (1954).

    Google Scholar 

  14. A. Reissert and F. Lemmer, Ber.59, 351 (1926).

    Google Scholar 

  15. M. M. Shemyakin, V. I. Maimind, and É. Gomes, Zhur. Obshch. Khim.27, 1842 (1957).

    Google Scholar 

  16. W. M. Cumming and G. S. Ferrier, J. Chem. Soc.127, 2374 (1925).

    Google Scholar 

  17. H. M. Knipscheer, Recueil trav. chim.22, 15 (1903).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Biological and Medicinal Chemistry, Academy of Medical Sciences, USSR

    M. M. Shemyakin, V. I. Maimind & B. K. Vaichunaite

Authors
  1. M. M. Shemyakin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. I. Maimind
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. B. K. Vaichunaite
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

For Communication 9 see [1]; for the preliminary results of this work see [2].

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shemyakin, M.M., Maimind, V.I. & Vaichunaite, B.K. Investigations with compounds labeled with C14 and N15 . Russ Chem Bull 9, 808–812 (1960). https://doi.org/10.1007/BF01179179

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01179179

Keywords

Search

Navigation