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Journal of Thermal Analysis and Calorimetry

, Volume 138, Issue 6, pp 4045–4059 | Cite as

Energetic structure–property relationships in thermochemistry of halogenosubstituted benzoic acids

  • Kseniya V. Zherikova
  • Sergey P. VerevkinEmail author
Article
  • 46 Downloads

Abstract

Experimental thermodynamic properties of halogenosubstituted benzoic acids have been evaluated with the help of complementary in silico methods. The study encompassed benzoic acids with fluoro, chloro-, bromo-, and iodo-substituents in the 2-, 3-, and 4-position in the benzene ring, as well as a series of methyl-substituted bromobenzoic acids and dibromobenzoic acids. The high-level quantum-chemical composite method G4 was additionally used for mutual validation of the theoretical and experimental gaseous standard molar enthalpies of formation. A simple group contribution procedure has been developed for a quick appraisal of the gas-phase and liquid-phase enthalpies of formation as well as of vaporization enthalpies of halogenosubstituted benzoic acids and their poly-methyl or poly-halogen-substituted derivatives. The system of group-additivity parameters developed in this work can help in the evaluation of new experimental results or for validation of already available data compiled in comprehensive databases. Moreover, the reliable additive estimates are essential for material sciences or for assessment of chemicals fate in environment and in atmosphere.

Graphical abstract

Keywords

Structure–property relationships Enthalpy of formation Enthalpy of sublimation Enthalpy of vaporization Group additivity Quantum-chemical calculations 

Notes

Acknowledgements

This work has been supported by the German Science Foundation (DFG) in frame of the priority program SPP 1708 “Material Synthesis Near Room Temperature.” This work has been partly supported by the Russian Government Program of Competitive Growth of Kazan Federal University. KVZ thanks Russian Federal Agency for Scientific Organizations for funding.

Supplementary material

10973_2019_8358_MOESM1_ESM.docx (119 kb)
Supplementary material 1 (DOCX 119 kb)

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Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2019

Authors and Affiliations

  1. 1.Nikolaev Institute of Inorganic Chemistry of Siberian Branch of Russian Academy of SciencesNovosibirskRussia
  2. 2.Department of Physical ChemistryKazan Federal UniversityKazanRussia
  3. 3.Department of Physical ChemistryUniversity of RostockRostockGermany
  4. 4.Competence Centre CALOR, Faculty of Interdisciplinary ResearchUniversity of RostockRostockGermany

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