Vapor-Liquid Equilibrium Study of the Monochlorobenzene-4,6-Dichloropyrimidine Binary System

Eniko Haaz; Daniel Fozer; Ravikumar Thangaraj; Milán Szőri; Peter Mizsey; Andras Jozsef Toth

doi:10.1021/acsomega.2c00525

Vapor-Liquid Equilibrium Study of the Monochlorobenzene-4,6-Dichloropyrimidine Binary System

ACS Omega. 2022 May 19;7(21):17670-17678. doi: 10.1021/acsomega.2c00525. eCollection 2022 May 31.

Authors

Eniko Haaz¹, Daniel Fozer², Ravikumar Thangaraj^{3

4}, Milán Szőri³, Peter Mizsey³, Andras Jozsef Toth¹

Affiliations

¹ Environmental and Process Engineering Research Group, Department of Chemical and Environmental Process Engineering, Budapest University of Technology and Economics, Műegyetem rkp. 3, Budapest H-1111, Hungary.
² Division for Sustainability, Department of Environmental and Resource Engineering, Technical University of Denmark, Produktionstorvet, Building, 424, DK-2800 Kgs. Lyngby, Denmark.
³ Institute of Chemistry, Faculty of Material Science and Engineering, University of Miskolc, Egyetemváros A/2, Miskolc H-3515, Hungary.
⁴ Higher Education and Industry Cooperation Center of Advanced Materials and Intelligent Technologies, University of Miskolc, Egyetemváros A/2, Miskolc H-3515, Hungary.

Abstract

The number of newly synthesized and produced organic chemicals has increased extremely quickly. However, the measurements of their physical properties, including their vapor-liquid equilibrium (VLE) data, are time-consuming. It so happens that there is no physical property data about a brand-new chemical. Therefore, the importance of calculating their physicochemical properties has been playing a more and more important role. 4,6-Dichloropyrimidine (DCP) is also a relatively new molecule of high industrial importance with little existing data. Therefore, their measurements and the comparison with the calculated data are of paramount concern. DCP is a widespread heterocyclic moiety that is present in synthetic pharmacophores with biological activities as well as in numerous natural products. Isobaric VLE for the binary system of 4,6-dichloropyrimidine and its main solvent monochlorobenzene (MCB) was measured using a vapor condensate and liquid circulation VLE apparatus for the first time in the literature. Density functional-based VLE was calculated using the COSMO-SAC protocol to verify the laboratory results. The COSMO-SAC calculation was found to be capable of representing the VLE data with high accuracy. Adequate agreement between the experimental and calculated VLE data was acquired with a minimal deviation of 3.0 × 10^-3, which allows for broader use of the results.