title: Semi-empirical topological index: development of QSPR/QSRR and optimization for alkylbenzenes.
abstract: The semi-empirical topological index, I(ET), was developed and optimized to describe the chromatographic retention of alkylbenzenes on the squalane stationary phase. The simple linear regression between the chromatographic retention and the proposed index, for 122 alkylbenzenes studied, is of good quality (determination coefficient, r(2)=0.9996, standard deviation, S.D.=5.5, and leave-one-out cross-validation correlation coefficient, r(CV)(2)=0.9996). The predictive ability of I(ET) was also verified for stationary phases with two different polarities (SE-30 and Carbowax 20 M), and good results were obtained, especially for the stationary phase with low polarity, showing that the specific molecular interactions occur on highly polar phases. The I(ET) was applied to construct quantitative structure-property relationship (QSPR) models for representative properties such as boiling point, Bp(degrees C), octanol/water partition coefficient, log P, van der Waals volume (V(W)) and molar refractivity (R(M)). Satisfactory quality QSPR models were obtained with Bp, V(W) and R(M) showing that the molecular size and dispersive forces are dominating factors with respect to the chromatographic retention.
authors.affiliation: Departamento de Química, Universidade Federal de Santa Catarina, Campus Universitário, Trindade, 88040-900 Florianópolis, SC, Brazil.
authors.forename: Ledilege Cucco
authors.initials: LC
authors.lastname: Porto
authors.forename: Erica Silva
authors.initials: ES
authors.lastname: Souza
authors.forename: Berenice da Silva
authors.initials: Bda S
authors.lastname: Junkes
authors.forename: Rosendo Augusto
authors.initials: RA
authors.lastname: Yunes
authors.forename: Vilma Edite Fonseca
authors.initials: VE
authors.lastname: Heinzen
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry*; D002845:Chromatography; D008722:Methods; D021281:Quantitative Structure-Activity Relationship
chemical_list: D001555:Benzene Derivatives