Using variable and fixed topological indices for the prediction of reaction rate constants of volatile unsaturated hydrocarbons with OH radicals.
Volatile organic compounds (VOCs) play an important role in different photochemical processes in the troposphere. In order to predict their impact on ozone formation processes a detailed knowledge about their abundance in the atmosphere as well as their reaction rate constants is required. The QSPR models were developed for the prediction of reaction rate constants of volatile unsaturated hydrocarbons. The chemical structure was encoded by constitutional and topological indices. Multiple linear regression models using CODESSA software was developed with the RMS(CV) error of 0.119 log units. The chemical structure was encoded by six topological indices. Additionally, a regression model using a variable connectivity index was developed. It provided worse cross-validation results with an RMS(CV) error of 0.16 log units, but enabled a structural interpretation of the obtained model. We differentiated between three classes of carbon atoms: sp2-hybridized, non-allylic sp3-hybridized and allylic sp3-hybridized. The structural interpretation of the developed model shows that most probably the most important mechanisms are the addition to multiple bonds and the hydrogen atom abstraction at allylic sites.
Pompe
Matevz
M
Faculty of Chemistry and Chemical Technology, University of Ljubljana, Askerceva 5, 1000 Ljubljana, Slovenia. matevz.pompe@uni-lj.si
Veber
Marjan
M
Randić
Milan
M
Balaban
Alexandru T
AT
D006860:Hydrogen Bonding; D017665:Hydroxyl Radical / Q000737:chemistry*; D016014:Linear Models; D008956:Models, Chemical; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry*; D011237:Predictive Value of Tests; D021281:Quantitative Structure-Activity Relationship; D012984:Software
D011084:Polycyclic Aromatic Hydrocarbons; D017665:Hydroxyl Radical