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Transformations ofmyo-inositol hexa-O-nitrate under the action of amines

  • Organic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Reactions ofmyo-inositiol hexa-O-nitrate with ammonia and primary amines yield tetrahydroxy-1,4-benzoquinone derivatives,viz., its tetraammonium salt and its diimines, respectively. Reactions with secondary and tertiary amines give salts of rhodizonic acid, which are converted into salts of croconic acid under certain conditions. The reactions with secondary amines involve intermediate formation of radical species, which were dectected by ESR spectroscopy. A scheme for the chemical transformations ofmyo-inositol hexa-O-nitrate under the action of amines was proposed.

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References

  1. Comprehensive Organic Chemistry, Eds. D. Barton and W. D. Ollis, Pergamon Press, Oxford 1979, 2.

    Google Scholar 

  2. K. Nakanishi,Infrared Absorption Spectroscopy, HoldenDay, Inc., San Francisco-Tokyo, 1962.

    Google Scholar 

  3. R. West,J. Am. Chem. Soc., 1960,82, 6204.

    Google Scholar 

  4. Z. Sharshenalieva, F. V. Pishugin, G. L. Rosenthal, and M. J. Strauss,Tetrahedron Lett., 1990,31, 1797.

    Google Scholar 

  5. R. West, inOxocarbon, Academic Press, New York, 1980, 3.

    Google Scholar 

  6. D. G. Cram,Fundamental Carbanion Chemistry, Academic Press, New York-London, 1965.

    Google Scholar 

  7. USSR Pat. 1747433,Byul. izobret., 1992, 26 (in Russian).

  8. F. A. Hoglan and E. Barrow,J. Am. Chem. Soc., 1940,62, 2397.

    Google Scholar 

  9. A. J. Fatiadi, H. S. Isbell, and W. F. Sager,J. Res. Natl. Bur. Stand., 1963,A67, 153.

    Google Scholar 

  10. S. Ya. Pshezhetskii,EPR svobodnykh radikalov v radiatsionnoi khimii [ESR of Free Radicals in Radiation Chemistry], Khimiya, Moscow, 1972, 480 pp. (in Russian).

    Google Scholar 

  11. Yu. A. Zhdanov,Praktikum po khimii uglevodov [Laboratory Course on the Chemistry of Carbohydrates], Vysshaya shkola, Moscow, 1973, 84 pp, (in Russian).

    Google Scholar 

  12. A. Gordon and R. Ford,The Chemist's Companion, Wiley, New York, 1972.

    Google Scholar 

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Authors and Affiliations

  1. Institute of Chemistry and Chemical Technology, National Academy of Sciences of Kyrghyz Republic, 720071, Bishkek, Kyrghyz Republic

    Y. E. Kuznetsov & F. V. Pichugin

  2. Institute of Physical Chemistry, Russian Academy of Sciences, 117915, Moscow, Russian Federation

    N. L. Sukhov & B. G. Ershov

Authors
  1. Y. E. Kuznetsov
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  2. N. L. Sukhov
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  3. F. V. Pichugin
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  4. B. G. Ershov
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Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2962–2967, December, 1996.

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Kuznetsov, Y.E., Sukhov, N.L., Pichugin, F.V. et al. Transformations ofmyo-inositol hexa-O-nitrate under the action of amines. Russ Chem Bull 45, 2816–2819 (1996). https://doi.org/10.1007/BF01430650

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  • DOI: https://doi.org/10.1007/BF01430650

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