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Heterocyclic nitro compounds

IV. Acid-base properties of nitro derivatives of 1,2,4-triazole

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The acidity of a number of nitro derivatives of 1,2,4-triazole has been determined. The acidity indices correlate well with Hammett's σI and σmeta constants and somewhat less well with the σpara constants. The high values of ρ show the great sensitivity of the system to the influence of substituents. The acidities of the conjugate acids of 3-nitro-1,2,4-triazole and its C- and N-methyl derivatives have also been determined. Hammett's postulate is not observed for these compounds, and the amide scale of acidity, HA, is more suitable for calculating their acidity indices than HO.

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References

  1. L. I. Bagal, M. S. Pevzner, and V. Ya. Samarenko, KhGS [Chemistry of Heterocyclic Compounds], 6, 269, 1970.

    Google Scholar 

  2. G. Dedichen, Ber., 39, 849, 1906.

    Google Scholar 

  3. C. F. Kröger and W. Freiberg, Z. Chem., 5, 381, 1965.

    Google Scholar 

  4. W. Freiberg and C. F. Kröger, Chimia, 21, 159, 1967.

    Google Scholar 

  5. L. I. Bagal, M. S. Pevzner, and V. A. Lopyrev, KhGS [Chemistry of Heterocyclic Compounds], 2, 440, 1966.

    Google Scholar 

  6. W. Freiberg, C. F. Kröger, Chimia, 21, 161, 1967.

    Google Scholar 

  7. J. Schmidt and H. Gehlen, Z. Chem., 5, 304, 1965.

    Google Scholar 

  8. A. N. Frolov, M. S. Pevzner, I. N. Shokhor, A. G. Gal'kovskaya, and L. I. Bagal, KhGS [Chemistry of Heterocyclic Compounds], 6, 1970 (in press).

  9. Yu. A. Zhdanov and V. I. Minkin, Correlation Analysis in Organic Chemistry [in Russian], 85, 191, 1966.

    Google Scholar 

  10. E. M. Arnett, Modern Problems of Physical Organic Chemistry [Russian translation], Mir, Moscow, 202, 1967.

    Google Scholar 

  11. Yu. L. Khaldna, Reaktsionnaya sposobnost' organicheskikh soedinenii, 5, 489, 1968.

    Google Scholar 

  12. L. V. Epishina, V. I. Slovetskii, O. V. Lebedev, L. I. Filippova, L. I. Khmel'nitskii, V. V. Sevost'yanova, and T. S. Novikova, KhGS [Chemistry of Heterocyclic Compounds], collection 1, 102, 1967.

    Google Scholar 

  13. K. Yates, J. B. Stevens, and A. R. Katritzky, Canad. J. Chem. 42, 1957, 1964.

    Google Scholar 

  14. R. I. Zalewski and G. E. Dunn, Canad. J. Chem., 46, 2469, 1968.

    Google Scholar 

  15. S. F. Mason, J. Chem. Soc., 674, 1958.

  16. J. F. Halverstadt and W. D. Kumler, J. Am. Chem. Soc., 64, 2988, 1942.

    Google Scholar 

  17. L. I. Bagal, M. S. Pevzner, A. N. Frolov, and N. I. Sheludyakova, KhGS [Chemistry of Heterocyclic Compounds] 6, 259, 1970.

    Google Scholar 

  18. L. I. Bagal, M. S. Pevzner, N. I. Sheludyakova, and V. M. Kerusov, KhGS [Chemistry of Heterocyclic Compounds], 6, 265, 1970.

    Google Scholar 

  19. A. Albert and E. Serjeant, Ionization Constants of Acids and Bases [Russian translation], Khimiya, Moscow, 1964.

    Google Scholar 

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Authors and Affiliations

  1. Lensovet Leningrad Technological Institute, USSR

    L. I. Bagal & M. S. Pevzner

Authors
  1. L. I. Bagal
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  2. M. S. Pevzner
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Additional information

For part III, see [1].

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Bagal, L.I., Pevzner, M.S. Heterocyclic nitro compounds. Chem Heterocycl Compd 6, 517–521 (1970). https://doi.org/10.1007/BF00478408

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  • DOI: https://doi.org/10.1007/BF00478408

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