Chemistry of Heterocyclic Compounds

, Volume 10, Issue 10, pp 1192–1198 | Cite as

Factors that affect the tautomeric equilibrium of hydroxyazopyridine derivatives

  • B. E. Zaitsev
  • G. V. Sheban
  • L. D. Smirnov
  • K. M. Dyumaev


The ratio of azo and quinonehydrazone forms of 3-hydroxy-6-phenylazopyridine derivatives was determined by IR and electronic spectroscopy. The formation of two crystalline modifications of 2-methoxy-3-hydroxy-6-phenylazopyridine is explained by crystallization of the molecules either in the form of dimers of predominantly the quinonehydrazone form or in the form of polyassociates of the azo form, which are formed by a strong hydrogen bond.


Hydrogen Spectroscopy Crystallization Hydrogen Bond Organic Chemistry 


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Copyright information

© Plenum Publishing Corporation 1976

Authors and Affiliations

  • B. E. Zaitsev
    • 1
  • G. V. Sheban
    • 1
  • L. D. Smirnov
    • 1
  • K. M. Dyumaev
    • 1
  1. 1.Scientific-Research Institute of Organic Intermediates and DyesMoscow

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