Polycyclic aromatic hydrocarbons: a QSPR study

This work deals with 48 substances composed exclusively of unsubstituted si x-membered fused aromatic rings. In the first step, physicochemical propert ies which are relevant in environmental studies such as the boiling tempera ture (Tb), the retention index (RI), n-octanol/water partition coefficient (K-OW) and solubility (S) are related with a series of electronic, geometri c and topological descriptors. Among them are: electron affinity, the diffe rence between electron affinity and ionization potential (GAP), Wiener, and connectivity indexes, volume, surface area, length-to-breadth ratio and en thalpy of formation. In a second step, these properties were incorporated i nto the descriptor matrix to build several quantitative structure-property relationships and to obtain prediction rules for the log K-OC, log K-OA, bi oconcentration factor (BCF) and Henry's law constant (H). Finally, the phot o-induced toxicity of freshwater organism Daphinin-Magna is modeled using t he following transformed electronic descriptors: electron affinity, ionizat ion potential and Gap. (C) 2001 Elsevier Science Ltd. All rights reserved.