title: Prediction of enthalpy and standard Gibbs energy of vaporization of haloaromatics from atomic properties.
abstract: Halogenated benzenes form a class of pollutants with a huge number of members - 1504 distinct benzene compounds, where one or more hydrogen atoms are replaced by halogens, may exist theoretically. This study presents a user friendly method for accurate prediction of vapor pressures and enthalpies of vaporization, at 298.15 K, of any mono or poly halobenzene compound. The derived equations for the prediction of those vaporization properties depend just on the number of each constituent halogen atom. This is a consequence of the absence of intramolecular interactions between the halogen atoms, revealed after examining vaporization results of ca. 40 halogenated benzenes. In order to rationalize the estimation equations, the contribution of the halogen atoms for the referred to above properties of vaporization was decomposed into two atomic properties - the volume and electron affinity. Extension of the applicability of the estimation method to substituted benzenes containing other substituent groups beyond halogen atoms as well as to some polycyclic aromatic species was tested with success.
authors.affiliation: Centro de Investigação em Química, CIQ-UP, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Rua do Campo Alegre, 687, P-4169-007 Porto, Portugal. Electronic address: mjmonte@fc.up.pt.
authors.forename: M J S
authors.initials: MJ
authors.lastname: Monte
authors.affiliation: Centro de Investigação em Química, CIQ-UP, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Rua do Campo Alegre, 687, P-4169-007 Porto, Portugal.
authors.forename: A R R P
authors.initials: AR
authors.lastname: Almeida
authors.affiliation: University of Maryland Baltimore County, Department of Chemistry and Biochemistry, Baltimore, MD 21250, USA.
authors.forename: J F
authors.initials: JF
authors.lastname: Liebman
mesh_terms: D001554:Benzene / Q000737:chemistry*; D004583:Electrons; D004785:Environmental Pollutants / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D013816:Thermodynamics; D055548:Vapor Pressure; D014835:Volatilization
chemical_list: D004785:Environmental Pollutants; D006846:Hydrocarbons, Halogenated; D001554:Benzene
keywords: Estimation methods; Haloaromatics; Halobenzenes; Vapor pressure; Vaporization enthalpy