Descriptors for isomer resolution of (bio-) distribution of chlorinated aromatic compounds

Abstract

Both Solubility Parameter (SOLPAR) and Linear Solvation Energy Relationship (LSER) theory utilize molar volume and energies as descriptors for distribution phenomena. They provide powerful methods for the prediction of the GLC retention indices of chlorobenzenes (CBzs) and tetrachlorodibenzo[ p]dioxins (TCDDs). Almost complete isomer resolution is obtained with correlation coefficients ( r) of ⩾0.9984 (CBzs) and ⩾0.9839 (TCDDs). The n-octanol/water partition coefficient (log K ow) of CBzs can be calculated with a standard error of regression of 0.04, which compares favourably with standard deviations of 0.03–0.26 in mean values based on four different experimental methods. The HPLC capacity factor of TCDDs on C 18 columns can be predicted by SOLPAR with moderate accuracy ( r = 0.9470), allowing for a preliminary calculation of log K ow A simplified LSER method fails.