TY - JOUR
T1 - Quantitative structure-property relationships for octanol-air partition coefficients of polychlorinated biphenyls
AU - Chen, Jingwen
AU - Xue, Xingya
AU - Schramm, Karl Werner
AU - Quan, Xie
AU - Yang, Fenglin
AU - Kettrup, Antonius
N1 - Funding Information:
The study was supported by the Teaching and Research Award Program for Outstanding Young Teachers in Higher Education Institutions of MOE (TRAPOYT), P. R. China, and the State Key Laboratory of Freshwater Ecology and Biotechnology (2000FB12), P. R. China. The research results were attained with the assistance of the Alexander von Humboldt (AvH) Foundation and we thank the AvH foundation. We thank Dr. Tom Harner from Meteorological Service of Canada, Environment Canada, for reviewing the manuscript. We thank Mr. Christopher Alan Noser at Carnegie Mellon University for reviewing the manuscript.
PY - 2002
Y1 - 2002
N2 - Based on nine quantum chemical descriptors computed by PM3 Hamiltonian, using partial least squares analysis, a significant quantitative structure-property relationship for the logarithm of octanol-air partition coefficients (logKOA) of polychlorinated biphenyls (PCBs) was obtained. The cross-validated Q2cum value of the model is 0.962, indicating a good predictive ability. The intermolecular dispersive interactions and thus the size of the PCB molecules play a key role in governing logKOA. The greater the size of PCB molecules, the greater the logKOA values. Increasing ELUMO (the energy of the lowest unoccupied molecular orbital) values of the PCBs leads to decreasing logKOA values, indicating possible interactions between PCB and octanol molecules. Increasing Q+Cl (the most positive net atomic charges on a chlorine atom) and Q-C (the largest negative net atomic charge on a carbon atom) values of PCBs results in decreasing logKOA values, implying possible intermolecular electrostatic interactions between octanol and PCB molecules.
AB - Based on nine quantum chemical descriptors computed by PM3 Hamiltonian, using partial least squares analysis, a significant quantitative structure-property relationship for the logarithm of octanol-air partition coefficients (logKOA) of polychlorinated biphenyls (PCBs) was obtained. The cross-validated Q2cum value of the model is 0.962, indicating a good predictive ability. The intermolecular dispersive interactions and thus the size of the PCB molecules play a key role in governing logKOA. The greater the size of PCB molecules, the greater the logKOA values. Increasing ELUMO (the energy of the lowest unoccupied molecular orbital) values of the PCBs leads to decreasing logKOA values, indicating possible interactions between PCB and octanol molecules. Increasing Q+Cl (the most positive net atomic charges on a chlorine atom) and Q-C (the largest negative net atomic charge on a carbon atom) values of PCBs results in decreasing logKOA values, implying possible intermolecular electrostatic interactions between octanol and PCB molecules.
KW - Octanol-air partition coefficient
KW - PCB
KW - PLS
KW - QSPR
KW - Quantum chemical descriptors
UR - http://www.scopus.com/inward/record.url?scp=0036686939&partnerID=8YFLogxK
U2 - 10.1016/S0045-6535(02)00103-0
DO - 10.1016/S0045-6535(02)00103-0
M3 - Article
C2 - 12146632
AN - SCOPUS:0036686939
SN - 0045-6535
VL - 48
SP - 535
EP - 544
JO - Chemosphere
JF - Chemosphere
IS - 5
ER -