title: Nearest-Neighbor and Non-Nearest-Neighbor Interactions between Substituents in the Benzene Ring. Experimental and Theoretical Study of Functionally Substituted Benzamides.
abstract: Standard molar enthalpies of formation of 2- and 4-hydroxybenzamides were measured by combustion calorimetry. Vapor pressures of benzamide and 2-hydroxybenzamide were derived by the transpiration method. Standard molar enthalpies of sublimation or vaporization of these compounds at 298 K were obtained from vapor pressure temperature dependence. Thermochemical data on benzamides with hydroxyl, methyl, methoxy, amino, and amide substituents were collected, evaluated, and tested for internal consistency. The high-level G4 quantum-chemical method was used for mutual validation of the experimental and theoretical gas-phase enthalpies of formation. Sets of nearest-neighbor and non-nearest-neighbor interactions between substituents in the benzene ring have been evaluated. A simple incremental procedure has been suggested for a quick appraisal of the vaporization and gas-phase formation enthalpies of the substituted benzamides.
authors.affiliation: Department of Physical Chemistry and Department of Science and Technology of Life, Light and Matter, University of Rostock , Dr-Lorenz-Weg 1, D-18059 Rostock, Germany.
authors.forename: Sergey P
authors.identifier: http://orcid.org/0000-0002-0957-5594
authors.initials: SP
authors.lastname: Verevkin
authors.affiliation: Department of Physical Chemistry and Department of Science and Technology of Life, Light and Matter, University of Rostock , Dr-Lorenz-Weg 1, D-18059 Rostock, Germany.|Department of Physical Chemistry, Kazan Federal University , Kremlevskaya str. 18, 420008 Kazan, Russia.
authors.forename: Vladimir N
authors.initials: VN
authors.lastname: Emel'yanenko
authors.affiliation: Department of Physical Chemistry, Kazan Federal University , Kremlevskaya str. 18, 420008 Kazan, Russia.
authors.forename: Ruslan N
authors.initials: RN
authors.lastname: Nagrimanov