Effect of TLC support characteristics and coating on the lipophilicity determination of phenols and aniline derivatives

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Abstract

The lipophilicities of 18 ring-substituted phenol and aniline derivatives are determined on alumina and silica thin-layer chromatographic supports impregnated with 2.5 and 10% (v/v) paraffin oil in n-hexane using a mixture of water-methanol as the mobile phases. The effect of calculated physicochemical parameters and chromatographic conditions on the retention is elucidated by stepwise regression analyis. It is established that the degree of impregnation exerts a greater impact on the retention than the character of the support. Not only the calculated lipophilicity but also various sterical and polarity parameters significantly influence the retention, indicating the involvement of factors other than hydrophobic forces in the retention mechanism.

Original languageEnglish
Pages (from-to)564-568
Number of pages5
JournalJournal of Chromatographic Science
Volume40
Issue number10
Publication statusPublished - Nov 2002

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Aluminum Oxide
Phenols
Phenol
Impregnation
Silicon Dioxide
Methanol
Derivatives
Coatings
Water
aniline
n-hexane
paraffin oils

ASJC Scopus subject areas

  • Analytical Chemistry
  • Clinical Biochemistry

Cite this

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abstract = "The lipophilicities of 18 ring-substituted phenol and aniline derivatives are determined on alumina and silica thin-layer chromatographic supports impregnated with 2.5 and 10{\%} (v/v) paraffin oil in n-hexane using a mixture of water-methanol as the mobile phases. The effect of calculated physicochemical parameters and chromatographic conditions on the retention is elucidated by stepwise regression analyis. It is established that the degree of impregnation exerts a greater impact on the retention than the character of the support. Not only the calculated lipophilicity but also various sterical and polarity parameters significantly influence the retention, indicating the involvement of factors other than hydrophobic forces in the retention mechanism.",
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AU - Cserháti, T.

AU - Forgács, E.

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N2 - The lipophilicities of 18 ring-substituted phenol and aniline derivatives are determined on alumina and silica thin-layer chromatographic supports impregnated with 2.5 and 10% (v/v) paraffin oil in n-hexane using a mixture of water-methanol as the mobile phases. The effect of calculated physicochemical parameters and chromatographic conditions on the retention is elucidated by stepwise regression analyis. It is established that the degree of impregnation exerts a greater impact on the retention than the character of the support. Not only the calculated lipophilicity but also various sterical and polarity parameters significantly influence the retention, indicating the involvement of factors other than hydrophobic forces in the retention mechanism.

AB - The lipophilicities of 18 ring-substituted phenol and aniline derivatives are determined on alumina and silica thin-layer chromatographic supports impregnated with 2.5 and 10% (v/v) paraffin oil in n-hexane using a mixture of water-methanol as the mobile phases. The effect of calculated physicochemical parameters and chromatographic conditions on the retention is elucidated by stepwise regression analyis. It is established that the degree of impregnation exerts a greater impact on the retention than the character of the support. Not only the calculated lipophilicity but also various sterical and polarity parameters significantly influence the retention, indicating the involvement of factors other than hydrophobic forces in the retention mechanism.

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