Chemistry of Heterocyclic Compounds

, Volume 12, Issue 10, pp 1120–1122 | Cite as

Association constants of substituted 2-acetylthiophenes with phenol

  • Yu. N. Surov
  • L. P. Pivovarevich
  • L. A. Kutulya
  • S. V. Tsukerman


The association constants (Kass) of a number of substituted 2-acetylthiophenes and 3-acetylthiophene with phenol in tetrachloroethylene solutions at 25, 50, and 80° were determined by IR spectroscopy. It is shown that acetylthiophenes are stronger proton acceptors than the corresponding acetophenones. The thermodynamic characteristics (ΔH and ΔS) of the association were calculated, and the presence of a compensation effect was established. It is shown on the basis of correlation of the Kass values by means of the Brown, Yukawa-Tsuno, and Swain-Lupton equations that the thiophene ring is a better transmitter of the effect of substituents than the benzene ring because of the increased conductivity of the conjugation effect.


Spectroscopy Phenol Benzene Organic Chemistry Benzene Ring 
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Copyright information

© Plenum Publishing Corporation 1977

Authors and Affiliations

  • Yu. N. Surov
    • 1
  • L. P. Pivovarevich
    • 1
  • L. A. Kutulya
    • 1
  • S. V. Tsukerman
    • 1
  1. 1.A. M. Gor'kii Kharkov State UniversityUSSR

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