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Chemistry of Heterocyclic Compounds

, Volume 3, Issue 1, pp 93–96 | Cite as

Electron density distribution in heterocyclic systems with two adjacent nitrogen atoms

V. Dipole moments of some halogeno, amino, and hydroxy derivatives of pyrazole
  • S. A. Hiller
  • I. B. Mazheika
  • I. I. Grandberg
  • L. I. Gorbacheva
Article

Abstract

The dipole moments of 19 pyrazole derivatives are determined. Comparing measured dipole moments with those calculated by vector addition, differences in polarization of the pyrazole ring are considered as functions of the natures and positions of substituents. The inadequacy of a symmetrical structure for pyrazole, with a hydrogen linked to both nitrogens, is demonstrated. Comparison of experimentally determined dipole moments with those calculated by the vector method makes it possible to choose between tautomeric structures of 3,4-dibromopyrazole.

Keywords

Hydrogen Nitrogen Organic Chemistry Dipole Moment Nitrogen Atom 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    B. Mazheika, G. I. Chipen, and S. A. Hiller, KhGS [Chemistry of Heterocyclic Compounds], 776, 1966.Google Scholar
  2. 2.
    S. A. Hiller, I. B. Mazheika, and I. I. Grandberg, KhGS [Chemistry of Heterocyclic Compounds], 103, 1965.Google Scholar
  3. 3.
    S. A. Hiller, I. B. Mazheika, and I. I. Grandberg, KhGS [Chemistry of Heterocyclic Compounds], 107, 1965.Google Scholar
  4. 4.
    H. W. Ehrlich, Acta Cryst.,13, 946, 1960.Google Scholar
  5. 5.
    Ch. Ph. Smith, Dielectric Behavior and Structure, New York-London, 253, 1954.Google Scholar
  6. 6.
    O. A. Osipov, V. I. Minkin, and Yu. B. Kletenik, Handbook of Dipole Moments [in Russian], Izd. RGU, Rostov-on-Don, 1961.Google Scholar
  7. 7.
    L. Hunter and H. T. Hayes, J. Chem. Soc., 1, 1941.Google Scholar
  8. 8.
    N. E. White and M. Kilpatric, J. Phys. Chem.,59, 1044, 1955.Google Scholar
  9. 9.
    I. I. Grandberg, S. V. Tabak, and A. N. Kost, KhGS [Chemistry of Heterocyclic Compounds], 901, 1965.Google Scholar
  10. 10.
    A. D. Garnovskii, V. I. Minkin, I. I. Grandberg, and T. A. Ivanova, collection: Nitrogen Rings [in Russian], KhGS, Riga, 1967.Google Scholar
  11. 11.
    I. Mazheika, L. Avota, G. Sokolov, and S. Hiller, ZhOKh,34, 3380, 1964.Google Scholar

Copyright information

© The Faraday Press, Inc. 1969

Authors and Affiliations

  • S. A. Hiller
    • 1
    • 2
  • I. B. Mazheika
    • 1
    • 2
  • I. I. Grandberg
    • 1
    • 2
  • L. I. Gorbacheva
    • 1
    • 2
  1. 1.Institute of Organic SynthesisAS LatvSSRRiga
  2. 2.Lomonosov Moscow State UniversityUSSR

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