Keto-enol tautomerism and the dipole moment of the association in the cyclohexanone + carbon tetrachloride mixture

István Szalai, Mária László-Parragi, Ferenc Ratkovics

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

A measuring method and an apparatus have been developed for the determination of the dipole moment of the keto-enol association complex formed in cyclohexanone and in its mixtures. It was stated that both the dipole moment and the amount of the association can be determined by the measurement of the static relative permittivity and the Piekara constant in mixtures of cyclohexanone with nonpolar components. It was found that the association is practically nonpolar [ {Mathematical expression}=1.18·10-30 Cm (0.35 D)], and the enol formation in the ketone increases with the amount of the diluting nonpolar component. The modelling of the mixture was also made in the form of an A + A2 + B type ternary mixture using the vapour-liquid equilibrium data of the cyclohexanone + carbon tetrachloride mixture. The degree of enol formation was calculated on the basis of the excess Gibbs free energy of mixing and the static relative permittivity. It was found that the results obtained exclusively from dielectric data (e{open} and λ) show a good agreement with those calculated from the thermodynamic model.

Original languageEnglish
Pages (from-to)413-424
Number of pages12
JournalMonatshefte für Chemie Chemical Monthly
Volume120
Issue number5
DOIs
Publication statusPublished - May 1 1989

Keywords

  • Association
  • Keto-enol tautomerism
  • Piekara-constant
  • Static relative permittivity
  • Vapour-liquid equilibrium

ASJC Scopus subject areas

  • Chemistry(all)

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