Descriptors for isomer resolution of (bio-) distribution of chlorinated aromatic compounds.
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 greater than or equal to 0.9984 (CBzs) and greater than or equal to 0.9839 (TCDDs). The n-octanol/water partition coefficient (log Kow) 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 C18 columns can be predicted by SOLPAR with moderate accuracy (r = 0.9470), allowing for a preliminary calculation of log Kow. A simplified LSER method fails.
Govers
H A
HA
Department of Environmental and Toxicological Chemistry, University of Amsterdam, Netherlands.
Luijk
R
R
Evers
E H
EH
D002722:Chlorobenzenes / Q000737:chemistry* / Q000302:isolation & purification; D002849:Chromatography, Gas / Q000379:methods; D007536:Isomerism; D008433:Mathematics; D008968:Molecular Conformation; D015394:Molecular Structure; D000072317:Polychlorinated Dibenzodioxins / Q000737:chemistry* / Q000302:isolation & purification; D012995:Solubility; D012997:Solvents; D013329:Structure-Activity Relationship
D002722:Chlorobenzenes; D000072317:Polychlorinated Dibenzodioxins; D012997:Solvents