Polycyclic aromatic hydrocarbons: a QSPR study. Quantitative structure-property relationships.

Abstract This work deals with 48 substances composed exclusively of unsubstituted six-membered fused aromatic rings. In the first step, physicochemical properties which are relevant in environmental studies such as the boiling temperature ( T b ), the retention index (RI), n -octanol/water partition coefficient ( K OW ) and solubility ( S ) are related with a series of electronic, geometric and topological descriptors. Among them are: electron affinity, the difference between electron affinity and ionization potential (GAP), Wiener, and connectivity indexes, volume, surface area, length-to-breadth ratio and enthalpy of formation. In a second step, these properties were incorporated into the descriptor matrix to build several quantitative structure–property relationships and to obtain prediction rules for the log  K OC , log  K OA , bioconcentration factor (BCF) and Henry’s law constant ( H ). Finally, the photo-induced toxicity of freshwater organism Daphinia-Magna is modeled using the following transformed electronic descriptors: electron affinity, ionization potential and Gap.

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