Skip to main content
SpringerLink
Log in

Synthesis and structure of 6-azido-2,4-bis(2,2,2-trinitroethylamino)-1,3,5-triazine and its N-nitro derivatives

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Methods were developed for the synthesis of 6-azido-2,4-bis(2,2,2-trinitroethylamino)- 1,3,5-triazine and its N-nitro derivatives (6-azido-2,4-bis(2,2,2-trinitroethyl)nitramino-1,3,5-triazine and 6-azido-2-(2,2,2-trinitroethylamino)-4-(2,2,2-trinitroethyl)nitramino-1,3,5-triazine) containing combinations of azido, trinitroethyl, and nitramine groups. These compounds are of interest as components of energetic composites. The molecular and crystal structures of 6-azido-2,4-bis(2,2,2-trinitroethylamino)-1,3,5-triazine and 6-azido-2,4-bis(2,2,2-trinitroethyl) nitramino-1,3,5-triazine were studied by X-ray diffraction and NMR spectroscopy.

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. A. V. Shastin, T. I. Godovikova, B. L. Korsunskii, Russ. Chem. Bull., 2011, 60, 1220.

    Article  CAS  Google Scholar 

  2. X. Zhang, Y. Li, W. Liu, Y. Yang, L. Peng, S. Pang, Chin. J. Energ. Mater., 2012, 20,491.

    CAS  Google Scholar 

  3. S. Li, W. Zhang, Y. Wang, X. Zhao, L. Zhang, S. Pang, J. Energ. Mater., 2014, 32, S33.

    Article  Google Scholar 

  4. I. V. Ovchinnikov, A. S. Kulikov, M. A. Epishina, N. N. Makhova, V. A. Tartakovsky, Russ. Chem. Bull., 2005, 54, 1346.

    Article  CAS  Google Scholar 

  5. G. M. Nazin, G. B. Manelis, Russ. Chem. Rev., 1994, 63,313.

    Article  Google Scholar 

  6. M. Göbel, T. M. Klapötke, Adv. Funct. Mater., 2009, 19,347.

    Article  CAS  Google Scholar 

  7. J. A. Montgomery, Jr., M. J. Frisch, J. W. Ochterski, G. A. Petersson, J. Chem. Phys., 2000, 112, 6532.

    Article  CAS  Google Scholar 

  8. A. V. Shastin, A. G. Korepin, Z. G. Aliev, D. V. Korchagin, N. M. Glushakova, V. S. Malygina, V. P. Kosilko, V. P. Lodygina, G. V. Lagodzinskaya, S. M. Aldoshin, Russ. Chem. Bull., 2016, 65, 2469.

    Article  CAS  Google Scholar 

  9. P. Yin, J. Zhang, C. He, D. A. Parrish, J. M. Shreeve, J. Mater. Chem. A, 2014, 2, 3200.

    Article  CAS  Google Scholar 

  10. Y. X. Tang, H. W. Yang, J. X. Hu, C. X. Lu, G. B. Cheng, J. Energ. Mater., 2015, 33,145.

    Article  CAS  Google Scholar 

  11. Q. Yu, Z. Wang, B. Wu, H. Yang, X. Ju, C. Lu, G. Cheng, J. Mater. Chem. A, 2015, 3, 8156.

    Article  CAS  Google Scholar 

  12. M. A. Epishina, A. O. Finogenov, A. S. Kulikov, N. N. Makhova, I. V. Anan´ev, V. A. Tartakovsky, Russ. Chem. Bull., 2012, 61, 1575.

    Article  CAS  Google Scholar 

  13. V. I. Pepekin, M. N. Makhov, Yu. A. Lebedev, Dokl. AN SSSR [Proc. USSR Acad. Sci.], 1977, 232, 852 (in Russian).

    CAS  Google Scholar 

  14. V. I. Pepekin, Yu. A. Lebedev, Dokl. AN SSSR [Proc. USSR Acad. Sci.], 1977, 232, 1391 (in Russian).

    Google Scholar 

  15. J. T. Thurston, J. R. Dudlev, D. W. Kaiser, I. Hechenbleikner, F. C. Schaefer, D. Holm-Hansen, J. Am. Chem. Soc., 1951, 73, 2981.

    Article  CAS  Google Scholar 

  16. A. Capes, S. Patterson, S. Wyllie, I. Hallyburton, I. T. Collie, A. J. McCarroll, M. F. G. Stevens, J. A. Frearson, P. G. Wyatt, A. H. Fairlamb, I. H. Gilbert, Bioorg. Med. Chem., 2012, 20, 16607.

    Article  CAS  Google Scholar 

  17. CrysAlis PRO, version 171.35.19, Agilent Thechnologies UK Ltd, Yarton, England, 2011.

  18. G. M. Sheldrick, SHELXTL v. 6.14, Structure Determination Software Suite, AXS, Madison (WI), USA.

Download references

Author information

Authors and Affiliations

  1. Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432, Chernogolovka, Moscow Region, Russian Federation

    A. G. Korepin, A. V. Shastin, G. V. Lagodzinskaya, G. V. Shilov, D. V. Korchagin, N. M. Glushakova, V. S. Malygina, V. P. Kosilko, V. P. Lodygina & S. M. Aldoshin

Authors
  1. A. G. Korepin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. V. Shastin
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. G. V. Lagodzinskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. G. V. Shilov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. D. V. Korchagin
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. N. M. Glushakova
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. V. S. Malygina
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. V. P. Kosilko
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. V. P. Lodygina
    View author publications

    You can also search for this author in PubMed Google Scholar

  10. S. M. Aldoshin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. G. Korepin.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1891–1898, October, 2018.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Korepin, A.G., Shastin, A.V., Lagodzinskaya, G.V. et al. Synthesis and structure of 6-azido-2,4-bis(2,2,2-trinitroethylamino)-1,3,5-triazine and its N-nitro derivatives. Russ Chem Bull 67, 1891–1898 (2018). https://doi.org/10.1007/s11172-018-2303-4

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-018-2303-4

Key words

Search

Navigation