Anomalies in the reversed-phase thin-layer chromatographic behaviour of some heterocyclic quaternary ammonium salts

Tibor Cserháti, Yassin M. Darwish, György Matolcsy

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Abstract

The determination of the lipophilicity of 3,3,5-trimethyl-1-azocycloheptane- and 1,3,3-trimethyl-6-azobicyclo[3.2.1]octane derivatives by reversed-phase thin-layer chromatography shows marked anomalies. In ion-free eluent systems the RM values show an extremely small dependence on the proportio of organic solvent solvent in the mobile phase. A logarithmic relationship was found between the RM value and the pH of the eluent system. The effect of ion concentration can be modelled by a polynomial function. These anomalies can be explained by the change in the ion-pair formation of the very hydrophilic quaternary ammonium group and by the change in the solvate shell around the very lipophilic organic part of the molecule caused by different pH values and by different ion concentrations.

Original languageEnglish
Pages (from-to)223-228
Number of pages6
JournalJournal of Chromatography A
Volume241
Issue number1
DOIs
Publication statusPublished - May 28 1982

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ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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