文献类型：期刊文献

英文题名：Investigation on solid-liquid equilibrium behavior of ethyl ((1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carbonyl) glycinate in twelve mono solvents: Determination, correlation, molecular simulation and thermodynamic analysis

作者：Mao, Haifang[1,2];Liu, Tingting[1];Li, Xinlei[1];Huo, Yanghao[1];Zhang, Qiang[3];Yang, Pin[3];Luo, Mengjie[4];Liu, Jibo[1];Jin, Miaomiao[1]

机构：[1]Shanghai Inst Technol, Sch Chem & Environm Engn, 100 Haiquan Rd, Shanghai 201418, Peoples R China;[2]Shanghai Res Inst Fragrance & Flavor Ind, 480 Nanning Rd, Shanghai 200232, Peoples R China;[3]Anhui Haihua Chem Technol Co Ltd, 38 Kaiyuan Rd, Bengbu 233000, Anhui, Peoples R China;[4]East China Univ Sci & Technol, Natl Engn Res Ctr Integrated Utilizat Salt Lake Re, Shanghai 200237, Peoples R China

年份：2025

卷号：200

外文期刊名：JOURNAL OF CHEMICAL THERMODYNAMICS

收录：;EI(收录号：20243316862925);WOS:【SCI-EXPANDED(收录号:WOS:001294787800001)】；

基金：The authors declare no competing financial interest. The research was supported by Shanghai Engineering Technology Research Centre of Shanghai Science and Technology Commission (grant No. 20DZ2255600) and Shanghai Rising-Star Program (Project No. 23QB1405000) and Collaborative Innovation Center of Fragrance Flavour and Cosmetics for financial support.

语种：英文

外文关键词：Ethyl((1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carbonyl)glycinate; Solubility; Molecular simulation; Thermodynamic properties

摘要：Ethyl ((1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carbonyl) glycinate (Cooling agent WS-5) is an important cooling menthane carboxamide. In this work, the solid-liquid equilibrium data of WS-5 in twelve mono solvents (namely methanol, ethanol, n-propanol, isopropanol, methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, acetone, acetonitrile and cyclohexanone) were measured by a laser dynamic method from 278.15 K to 313.15 K under 101.6 +/- 1.2 kPa. In the studied temperature range, the solubility of WS-5 correlated positively with temperature. Subsequently, the solubility data were correlated with the van't Hoff equation, modified Apelblat equation, lambda h equation, Wilson model, and NRTL model, respectively. It was found that the modified Apelblat equation showed the best fitting performance with the smallest average values of RAD (relative average deviation) and RMSD (root mean square deviation), and the average values of RAD and RMSD were 0.94% and 0.19%, respectively. In order to explain the dissolution behavior of WS-5 in different solvents, the intermolecular interactions were analyzed using Hirshfeld surface (HS) analysis and molecular electrostatic potential surface (MEPS). Then, the molecular dynamic (MD) calculation was carried out, and the radial distribution function (RDF) analysis was employed to explain the intermolecular interaction between WS-5 and solvent molecules. Besides, the solvent properties, including polarity, hydrogen bond, cohesive energy, density, and viscosity, were compared to analyze the solid-liquid equilibrium behavior of WS-5. In addition, the thermodynamic properties of dissolution (Delta Gsol, Delta Hsol and Delta Ssol) of WS-5 were calculated, and the results implied that the dissolution process of WS-5 was endothermic and entropy-driven.