Prediction of Gas Chromatographic Retention Indices of Polychlorinated Dibenzothiophenes and Polychlorinated Dibenzothiophene Sulfones by Electrotopological State Index

Abstract

Structures of 135 polychlorinated dibenzothiophenes (PCDTs) and 135 polychlorinated dibenzothiophene sulfones (PCDTO2s) were characterized using electrotopological state index (ETSI) for atom types. Quantitative linear relationship models were built between gas chromatographic retention index (RI) from DB-5 GC column and ETSI descriptors were established for PCDT and PCDTO2. The models derived from the variable selection and modeling based on prediction (VSMP) technique present correlation coefficient (r) of 0.9939 for PCDT and of 0.9729 for PCDTO2, leave-one-out cross-validation coefficient (q) of 0.9921 for PCDT and of 0.9692 for PCDTO2, respectively. In order to validate the stability and predictive power of the models, 17 PCDT and PCDTO2 were used as training sets to build QSRR models. The models 1118 化 学 学 报 Vol. 70, 2012 present r of 0.9959 for PCDT and of 0.9783 for PCDTO2, q of 0.9921 for PCDT and of 0.9740 for PCDTO2. The results demonstrate the robustness of the QSRR models. The models were used to predict the RI of test set with 8 compounds and predict set with 110 compounds, and the result of test set with 8 compounds show that the training set has a good predictive ability.