W. Bruggeman, J. Steen, O. Hutzinger
Apr 1, 1982
Citations
1
Influential Citations
127
Citations
Quality indicators
Journal
Journal of Chromatography A
Abstract
Abstract Reversed-phase thin-layer chromatography with methanol-water as eluent was used to study relationships between retention and hydrophobicity of non-polar aromatic compounds. For polynuclear aromatic hydrocarbons, n-alkyl- and chloro-substituted benzenes, good correlation was observed between Rm values and log Poctanol. Significantly different correlations were obtained for polychlorinated biphenyls (PCBs) containing chlorine atoms in the positions ortho to the phenyl-phenyl bond. This effect could not be explained by the measured lower πoctanol values for ortho chlorine in PCBs. Estimation of hydrophobicity from aqueous solubility, S, combined with melting point data is restricted to S values higher than 1 μg/l. A group-contribution approach, including a retention index scale, will be very useful for correlation and prediction of reversed-phase retention, hydrophobicity and environmental and toxicological properties of chemicals.