title: Prediction of boiling points of organic compounds by QSPR tools.
abstract: The novel electro-negativity topological descriptors of YC, WC were derived from molecular structure by equilibrium electro-negativity of atom and relative bond length of molecule. The quantitative structure-property relationships (QSPR) between descriptors of YC, WC as well as path number parameter P3 and the normal boiling points of 80 alkanes, 65 unsaturated hydrocarbons and 70 alcohols were obtained separately. The high-quality prediction models were evidenced by coefficient of determination (R(2)), the standard error (S), average absolute errors (AAE) and predictive parameters (Qext(2),RCV(2),Rm(2)). According to the regression equations, the influences of the length of carbon backbone, the size, the degree of branching of a molecule and the role of functional groups on the normal boiling point were analyzed. Comparison results with reference models demonstrated that novel topological descriptors based on the equilibrium electro-negativity of atom and the relative bond length were useful molecular descriptors for predicting the normal boiling points of organic compounds.
authors.affiliation: School of Chemistry and Biological Engineering, Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, Changsha University of Science and Technology, Changsha 410004, China. yimindai@sohu.com
authors.forename: Yi-min
authors.initials: YM
authors.lastname: Dai
authors.forename: Zhi-ping
authors.initials: ZP
authors.lastname: Zhu
authors.forename: Zhong
authors.initials: Z
authors.lastname: Cao
authors.forename: Yue-fei
authors.initials: YF
authors.lastname: Zhang
authors.forename: Ju-lan
authors.initials: JL
authors.lastname: Zeng
authors.forename: Xun
authors.initials: X
authors.lastname: Li
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000465:Algorithms; D000473:Alkanes / Q000737:chemistry; D006838:Hydrocarbons / Q000737:chemistry; D008956:Models, Chemical; D009930:Organic Chemicals / Q000737:chemistry*; D021281:Quantitative Structure-Activity Relationship; D015203:Reproducibility of Results; D044366:Transition Temperature
chemical_list: D000438:Alcohols; D000473:Alkanes; D006838:Hydrocarbons; D009930:Organic Chemicals
keywords: Equilibrium electro-negativity; Molecular descriptor; Normal boiling point; Organic compound; Quantitative structure–property relationship (QSPR)