Using Variable and Fixed Topological Indices for the Prediction of Reaction Rate Constants of Volatile Unsaturated Hydrocarbons with OH Radicals

Molecules

Matevž Pompe²  Marjan Veber²  Milan Randić¹ 

[1] National Institute of Chemistry, Hajdrihova 19, 1000 Ljubljana, Slovenia;Faculty of Chemistry and Chemical Technology, University of Ljubljana, Aškerčeva 5, 1000 Ljubljana, Slovenia; Tel. ++386-1-2419-172, Fax ++386-1-2419-220

关键词: prediction;    topological indices;    reaction rate constants;    OH radical;    variable connectivity index;    QSPR;   

DOI  :  10.3390/91201160

来源: mdpi

【 摘 要 】

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.

【 授权许可】

Unknown   
© 2004 by MDPI (http://www.mdpi.org).