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Behavior of [1,2,5]oxadiazolo[3,4-e][1,2,3,4]tetrazine 4,6-dioxide in various media

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Abstract

A behavior of [1,2,5]oxadiazolo[3,4-e][1,2,3,4]tetrazine 4,6-dioxide (1) in organic solvents and aqueous solutions of various acidity has been studied by UV spectrophotometry. Kinetic laws for the N,N′-dioxide 1 hydrolysis have been established and decomposition process constants at various temperatures in the media with pH 6.86 have been determined. A product of the reaction with water, viz., 5H-[1,2,3]triazolo[4,5-c][1,2,5]oxadiazole, has been isolated. 5-(tert-Butyl)-5H-[1,2,3]triazolo[4,5-c][1,2,5]oxadiazole has been synthesized as the model compound. Decomposition of N,N′-dioxide 1 occurs in basic media.

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References

  1. O. Yu. Smirnov, A. M. Churakov, Yu. A. Strelenko, S. L. Ioffe, V. A. Tartakovsky, Izv. Akad. Nauk, Ser. Khim., 2002, 1694 [Russ. Chem. Bull., Int. Ed., 2002, 51, 1841].

  2. O. Yu. Smirnov, A. M. Churakov, A. Yu. Tyurin, Yu. A. Strelenko, S. L. Ioffe, V. A. Tartakovsky, Izv. Akad. Nauk, Ser. Khim., 2002, 1701 [Russ. Chem. Bull., Int. Ed., 2002, 51, 1849].

  3. A. M. Churakov, V. A. Tartakovsky, Chem. Rev., 2004, 104, 2601.

    Article  CAS  Google Scholar 

  4. I. V. Tselinskii, S. F. Mel’nikova, S. N. Vergizov, Khim. Geterotsikl. Soedin., 1981, 321 [Chem. Heterocycl. Compd., 1981, 17 (Engl. Transl.)].

    Google Scholar 

  5. K. I. Rezchikova, A. M. Churakov, K. Ya. Burshtein, V. A. Shlyapochnikov, V. A. Tartakovskii, Mendeleev Commun., 1997, 174.

  6. I. V. Tselinskii, S. F. Mel’nikova, S. N. Vergizov, Zh. Org. Khim., 1981, 17, 1123 [J. Org. Chem. USSR, 1981, 17 (Engl. Transl.)].

    CAS  Google Scholar 

  7. A. Gunasekaran, Th. Jayachandran, J. H. Boyer, M. L. Trudell, J. Heterocycl. Chem., 1995, 32, 1405.

    Article  CAS  Google Scholar 

  8. A. Matsumoto, M. Yoshida, O. Simamura, Bull. Chem. Soc. Jpn, 1974, 47, 1493.

    Article  CAS  Google Scholar 

  9. F. D. Greene, S. S. Hecht, J. Org. Chem., 1970, 35, 2482.

    Article  CAS  Google Scholar 

  10. K. G. Taylor, S. R. Isaac, J. L. Swigert, J. Org. Chem., 1976, 41, 1146.

    Article  CAS  Google Scholar 

  11. J. Elguero, A. R. Katritzky, O. V. Denisko, Adv. Heterocycl. Chem., 2000, 76, 36.

    Google Scholar 

  12. Dzh. A. Kereselidze, T. Sh. Zarkhua, T. Dzh. Kikalishvyli, E. Dzh. Churguliya, M. S. Makaridze, Usp. Khim., 2002, 71, 1125 [Russ. Chem. Rev., 2002, 71 (Engl. Transl.).

    Google Scholar 

  13. V. A. Ostrovskii, G. I. Koldobskii, Ros. Khim. Zh., 1997, 2, 84 [Mendeleev Chem. J., 1997, 2 (Engl. Transl.)].

    Google Scholar 

  14. I. B. Starchenkov, V. G. Andrianov, A. F. Mishnev, Khim. Geterotsikl. Soedin., 1997, 1565 [Chem. Heterocycl. Compd., 1997 (Engl. Transl.)].

  15. A. E. Frumkin, A. M. Churakov, Yu. A. Strelenko, V. A. Tartakovsky, Izv. Akad. Nauk, Ser. Khim., 2000, 480 [Russ. Chem. Bull., Int. Ed., 2000, 49, 482].

    Google Scholar 

  16. A. V. Eremeev, V. G. Andrianov, I. P. Piskunova, Khim. Geterotsikl. Soedin., 1978, 616 [Chem. Heterocycl. Compd., 1978 (Engl. Transl.)].

  17. J. C. Stowell, J. Org. Chem., 1971, 36, 3055.

    Article  CAS  Google Scholar 

  18. T. A. Mel’nikova, T. S. Novikova, L. I. Khmel’nitskii, A. B. Sheremetev, Mendeleev Commun., 2001, 30.

  19. A. M. Churakov, S. L. Ioffe, V. A. Tartakovsky, Mendeleev Commun., 1995, 227.

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Authors and Affiliations

  1. Federal Research and Production Center “Altai”, 1 ul. Sotsialisticheskaya, 659322, Biysk of Altai Krai, Russian Federation

    V. P. Zelenov, A. A. Lobanova, N. I. Lyukshenko & A. I. Kalashnikov

  2. Institute of Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, 1 ul. Sotsialisticheskaya, 659322, Biysk of Altai Krai, Russian Federation

    S. V. Sysolyatin & A. I. Kalashnikov

Authors
  1. V. P. Zelenov
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  2. A. A. Lobanova
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  3. N. I. Lyukshenko
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  4. S. V. Sysolyatin
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  5. A. I. Kalashnikov
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Correspondence to A. A. Lobanova.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1358–1363, July, 2008.

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Zelenov, V.P., Lobanova, A.A., Lyukshenko, N.I. et al. Behavior of [1,2,5]oxadiazolo[3,4-e][1,2,3,4]tetrazine 4,6-dioxide in various media. Russ Chem Bull 57, 1384–1389 (2008). https://doi.org/10.1007/s11172-008-0180-y

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  • DOI: https://doi.org/10.1007/s11172-008-0180-y

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