Тhermodynamic properties solutions 5-(nitrophenyl)-furan-2-carboxylic acid in ethyl acetate

Lviv Polytechnic National University
Ivan Franko National University of Lviv
Lviv Polytechnic National University
Lviv Polytechnic National University
Lviv Polytechnic National University

According to the temperature dependence of the solubility of 5- (2-nitrophenyl) -furan-2-carboxylic acid, 5- (3-nitrophenyl) -furan-2-carboxylic acid and 5- (4-nitrophenyl) -furan-2-carboxylic acid, in the values of enthalpy and entropy of their dissolution were calculated in ethyl acetate. Taking into account the enthalpy and entropy of melting listed up to 298K, the enthalpies and entropies of mixing are calculated. The dependence of the solubility of carboxyl-containing substances at 298 K on their melting point was established.

1. Sun, M., Ma, C., Zhou, S.-J., et al. (2019). Catalytic Asymmetric (4+3) Cyclizations of in situ generated ortho-quinone methides with 2-indolylmethanols. Angew. Chem. Int. Ed., 58, 8703−8708.
2. Jiang, F., Luo, G.-Z., Zhu, Z.-Q. et al. (2018). Application of naphthylindole-derived phosphines as organocatalysts in [4 + 1] cyclizations of o-quinone methides with morita-baylis-hillman carbonates. J. Org. Chem., 83, 10060−10069.
3. Wang, C.-S., Cheng, Y.-C., Zhou, J., et al. (2018). Metal-catalyzed oxa-[4+2] cyclizations of quinone methides with alkynyl benzyl alcohols. J. Org. Chem., 83, 13861−13873.
4. Jiang, F., Zhao, D., Yang, X., et al. (2017). Catalyst-controlled chemoselective and enantioselective reactions of tryptophols with isatin-derived imines. ACS Catal., 7, 6984−6989.
5. Lipshutz, B. H. (1986). Five-membered heteroaromatic rings as intermediates in organic synthesis Chem. Rev., 86, 795−819.
6. Gandini, M. N. Belgacem (1997). Furans in polymer chemistry. Progress in Polymer Science 22, (6), 1203-1379.
7. Karateev, A., Koryagin, A., Litvinov, D. (2008). New network polymers based on furfurylglysidil ether. Chemistry& Chemical Technology, 1. 19-23.
8. Wang, Y., Furukawa, S., Fu, X., Yan, N. (2019). Organonitrogen chemicals from oxygen-containing feedstock over heterogeneous catalysts. ACS Catal. DOI: 10.1021/ acscatal.9b03744.
9. Hakim, Siddiki S. M. A., Toyao T., Shimizu, K.-I. (2018). Acceptorless dehydrogenative coupling reactions with alcohols over heterogeneous catalysts. Green Chem., 20, 2933-2952.
10. Meng, Chen, Qingsong, Yu, Hongmin, Sun (2013). Novel strategies for the prevention and treatment of biofilm related infections. Int. J. Mol. Sci., 14, 18488-18501.
11. Holla, B. S., Akberali, P. M., Shivananda, M. K. (2000). Studies on arylfuran derivatives: part X Synthesis and antibacterial properties of arylfuryl-delta2-pyrazolines. Farmaco. 55, (4), 256-263.
12. Subrahmanya, Κ. Bhat, Shivarama, Holla, Β. (2003). Facile synthesis of 5-aryl-furan-2-aldehyde and 5-aryl-furan-2- carboxylic acid using ceric ammonium nitrate. Heterocyclic communications, 6 (6), 625-628.
13. Sobechko, I. B., Gorak, Yu. I., Van-Chin-Syan, Yu., Ya. et al. (2015). Thermodynamics of solubility
of isomeric 5- (nitrophenyl)-furan-2-carbaldehydes in organic solvents. News of higher educational institutions. Series: chemistry and chemical technology, 58, (3), 45-48.
14. Sobechko, I. B., Van-Chin-Syan, Yu. Ya., Gorak, Yu. I., et al. (2015). Thermodynamic characteristics of the melting and dissolution of crystalline furan-2-carboxylic and 3-(furyl)-2-propenoic in organic solvent. Russian Journal of Physical Chemistry (A). 89, (6), 919-925.
15. Sobechko, I., Dibrivnyi, V., Horak, Y., et al. (2017). Thermodynamic properties of solubility of 2-methyl-5-arylfuran-3-carboxylic acids in organic solvents. Chemistry & Chemical Technology. 11, (4), 397-404.
16. Sobechko, I., Horak, Y., Dibrivnyi, V., et al. (2019). Thermodynamic properties of 2-methyl-5-arylfuran-3 carboxylic acids chlorine derivatives in organic solvents. Chemistry & Chemical Technology, 13, (3), 280-287.
17. Marshalek, A. S., Prokop, R. T., Sobechko, I. B. et al. (2017). Thermodynamic properties of some para-nitro-phenyl disubstituted furan derivatives. Questions of chemistry and chemical technology. 2, (111), 36-41.
18. Xinbao, Li, Yang, Cong, Cunbin, Du, Hongkun, Zhao (2017). Solubility and solution thermodynamics of 2-methyl-4-nitroaniline in eleven organic solvents at elevated temperatures. J. Chem. Thermodynamics, 105, 276-288.
19. Yüfang, Wu, Xiaolu, Zhang, Yancha, Di, Yanting, Zhang (2017). Solubility determination and modelling of 4-nitro-1,2-phenylenediamine in eleven organic solvents from T = (283.15 to 318.15) K and thermodynamic properties of solutions. J. Chem. Thermodynamics, 106, 22-35.
20. Renjie, Xu, Anli, Xu, Cunbin, Du, Yang, Cong, Jian, Wang (2016). Solubility determination and thermodynamic modeling of 2,4-dinitroaniline in nine organic solvents from T = (278.15 to 318.15) K and mixing properties of solutions.
21. Sobechko, I. B. (2014). Solubility and dissolution characteristics of 5-(2-nitrophenyl)-furan-2-carbaldehyde, 5-(2-nitrophenyl)-furan-2-carboxylic and 3-[5-(2-nitrophenyl)-furan-2-] propenoic acids in organic solvents. Questions of chemistry and chemical technology, 5-6, 48-52.
22. Ganbing, Yao, Zhihui, Li, Zhanxiang, Xia, Qingcang, Yao (2016). Solubility of N-phenylanthranilic acid in nine organic solvents from T = (283.15 to 318.15) K: Determination and modelling. J. Chem. Thermodynamics, 103, 218-227.
23. Svarovskaya, N. A. (2013). Physical chemistry of solutions: Materials for the course of lectures M.: OOP Russian State University of Oil and Gas named after I. M. Gubkina.