Polycyclic aromatic hydrocarbons: a QSPR study. Quantitative structure-property relationships.
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 (Tb), the retention index (RI), n-octanol/water partition coefficient (KOW) 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 KOC, log KOA, 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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UNICAMP Instituto de Química, Universidade Estadual de Campinas, SP, Brazil. marcia@iqm.unicamp.br
D000818:Animals; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003621:Daphnia; D008962:Models, Theoretical; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry* / Q000633:toxicity; D013329:Structure-Activity Relationship; D018675:Toxicity Tests; D014874:Water Pollutants, Chemical / Q000032:analysis* / Q000633:toxicity
D011084:Polycyclic Aromatic Hydrocarbons; D014874:Water Pollutants, Chemical