Skip to main content
SpringerLink
Log in

The formation of tetrazole and azido oligomers by the reaction of 5-hydrazinotetrazole with formaldehyde in acid media

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 5-hydrazinotetrazole with formaldehyde in acid media was studied. Copolymers of these compounds are formed at pH ∼ 6.0. In contrast, opening of the tetrazole ring and formation of a previously unknown copolymer of 1,3,4-aza-2-azido-1,4-pentene with formaldehyde occurs at pH ∼3.0. The ratio of nitrogen-containing and oxymethylene units depends on the ratio of the starting reagents and solvent. The existence of terminal hydroxyl groups in the 1,3,4-aza-2-azido-1,4-pentene oligomer was demonstrated by acetylation.

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. C. D. Overberger, J. P. Anselme, and J. F. Lombardino, Organic Compounds with Nitrogen-Nitrogen Bonds [Russian translation], Khimiya, Leningrad (1970), p. 30.

    Google Scholar 

  2. A. G. Mayants, V. N. Vladimirov, N. M. Razumov, and V. A. Shlyapochnikov, Zh. Org. Khim., 27, 2450 (1991).

    Google Scholar 

  3. A. G. Mayants, V. N. Vladimirov, V. A. Shlyapochnikov, L. M. Tishchenko, S. S. Gordeichuk, and S. V. Mikhailova, Khim. Geterotsikl. Soedin., No. 4, 468 (1993).

    Google Scholar 

  4. K. Nakanishi, Infrared Spectra and the Structure of Organic Compounds [Russian translation], Mir, Moscow (1965), pp. 34, 207.

    Google Scholar 

  5. V. P. Krivopalov, V. I. Mamatyuk, and V. P. Mamaev, Khim. Geterotsikl. Soedin., No. 12, 1648 (1990).

    Google Scholar 

  6. R. Elderfield (editor), Heterocyclic Compounds [Russian translation], Vol. 8, Mir, Moscow (1969), p. 54.

    Google Scholar 

  7. N. I. Avvakumova, L. A. Budarina, S. M. Divgun, A. E. Zaikin, E. V. Kuznetsov, and V. F. Kurenkov, Laboratory Textbook on Polymer Chemistry and Physics [in Russian], Khimiya, Moscow (1990), p. 118.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. V. V. Kuibyshev Samara State University, 443010, Samara

    A. G. Mayants, L. M. Tishchenko, V. N. Vladimirov & V. A. Shlyapochnikov

Authors
  1. A. G. Mayants
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. L. M. Tishchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. N. Vladimirov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. A. Shlyapochnikov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1064–1067, August, 1993.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mayants, A.G., Tishchenko, L.M., Vladimirov, V.N. et al. The formation of tetrazole and azido oligomers by the reaction of 5-hydrazinotetrazole with formaldehyde in acid media. Chem Heterocycl Compd 29, 906–908 (1993). https://doi.org/10.1007/BF00534268

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00534268

Keywords

Search

Navigation