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HPLC behavior and hydrophobic parameters of some anilides

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Summary

The chromatographic behavior ofpara substituted anilides of 2,2-dimethylpropanoic, benzoic and α-phenyl acetic acid has been studied by reversed-phase high performance liquid chromatography. HPLC was performed on a C-18 column with various aqueous methanol mobile phases. The influence on the retention of anilide type and additional substituents in the molecule is discussed.

Several chromatographic hydrophobicity parameters (CHP) have been calculated by linear correlation between logk of the investigated compounds and the concentration of methanol in the mobile phase. The chromatographic hydrophobicity parameters were compared with the logP values calculated by Rekker's fragmental method. The results show moderate correlations of CHP with logP. Thus, multiple linear regressions have been applied. It was found that besides logP even the electronic effects of individual polar groups capable of hydrogen bonding proced to be very important in hydrophobic characterization of the molecule.

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Authors and Affiliations

  1. Institute of Chemistry Faculty of Science, University of Novi Sad, Trg D. Obradovića 3, 21000, Novi Sad, Yugoslavia

    T. Li. Djaković-Sekulić & N. U. Perišić-Janjic

  2. Faculty of Technology, University of Novi Sad, Bulevar Cara Lazara 1, P.O. Box 340, 21000, Novi Sad, Yugoslavia

    S. M. Petrović

  3. Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11000, Belgrade, Yugoslavia

    S. D. Petrović

Authors
  1. T. Li. Djaković-Sekulić
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  2. S. M. Petrović
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  3. N. U. Perišić-Janjic
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  4. S. D. Petrović
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Djaković-Sekulić, T.L., Petrović, S.M., Perišić-Janjic, N.U. et al. HPLC behavior and hydrophobic parameters of some anilides. Chromatographia 54, 60–64 (2001). https://doi.org/10.1007/BF02491834

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  • DOI: https://doi.org/10.1007/BF02491834

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