Musk ketone solubility in binary systems ethyl acetate with methanol, ethanol, and isopropanol: preferential solvation according to the inverse Kirkwood–Buff integrals method

References

• Jouyban A. Handbook of solubility data for Pharmaceuticals, FL. Boca Raton: CRC Press; 2010.
   Google Scholar
• Rubino JT. Co-solvents and cosolvency. In: Swarbrick J Boylan JC, editors. Encyclopedia of pharmaceutical technology. New York(NY): Marcel Dekker, Inc; 1988.
   Google Scholar
• Cárdenas ZJ, Almanza OA, Jouyban A, et al. Solubility and preferential solvation of phenacetin in methanol + water mixtures at 298.15 K. Phys Chem Liq. 2018;56(1):16–32. doi: 10.1080/00319104.2016.1233185
   Web of Science ®Google Scholar
• Delgado DR, Martínez F. Preferential solvation of sulfadiazine, sulfamerazine and sulfamethazine in ethanol + water solvent mixtures according to the IKBI method. J Mol Liq. 2014;193:152–159. doi: 10.1016/j.molliq.2013.12.021
   Web of Science ®Google Scholar
• Marcus Y. On the preferential solvation of drugs and PAHs in binary solvent mixtures. J Mol Liq. 2008;140(1–3):61–67. doi: 10.1016/j.molliq.2008.01.005
   Web of Science ®Google Scholar
• Tooski HF, Jabbari1 M, Farajtabar A. Solubility and preferential solvation of the flavonoid naringenin in some aqueous/organic solvent mixtures. J Solution Chem. 2016;45(12):1701–1714. doi: 10.1007/s10953-016-0526-2
   Web of Science ®Google Scholar
• Noubigh A, Abderrabba M. Thermodynamic modelling of the solubility and preferential solvation of natural product vanillic acid in some aqueous mixtures of alcohols at different temperatures. J Chem Eng Data. 2022;67:2675–2686. doi: 10.1021/acs.jced.2c00178
   Google Scholar
• Martínez F, Jouyban A, Acree WE Jr. Solubility of phenobarbital in aqueous co-solvent mixtures revisited: IKBI preferential solvation analysis. Phys Chem Liq. 2017;55:432–443. doi: 10.1080/00319104.2016.1218494
   Web of Science ®Google Scholar
• Wang J, Li S, Liu Y, et al. Ursolic acid and oleanolic acid dissolved in methanol/Acetone + water blends: thermodynamic solubility, Intermolecular interactions, and solvation behavior. J Chem Eng Data. 2023;68(1):236–250. doi: 10.1021/acs.jced.2c00619
   Web of Science ®Google Scholar
• Cui XB, Yang ZC, Gao J. Solid liquid equilibrium of multi component solution containing musk. Chem Eng. 2001;5:61–65.
   Google Scholar
• Gao J, Yang ZC, Cui XB. Study on separation of artificial musk by solution crystallization. Chem Eng. 1999;5:3–5.
   Google Scholar
• Zhou Z, Dun L, Wei B, et al. Musk ketone induces neural stem cell proliferation and differentiation in cerebral ischemia via activation of the PI3K/Akt signaling pathway. Neuroscience. 2020;435:1–9. doi: 10.1016/j.neuroscience.2020.02.031
   PubMed Web of Science ®Google Scholar
• Fang X, Li H, Zongpeng Z, et al. Determination and correlation of the solubility of musk ketone in pure and binary solvents at 273.15−313.15 K. J Chem Eng Data. 2019;64:3556–3568. doi: 10.1021/acs.jced.9b00310
   Google Scholar
• Hua Y, Wei G, Shi S, et al. Solubility and thermodynamic analysis of musk ketone in four binary solvents from T= (273.15 to 313.15) K. J Mol Liq. 2021;329:115415. doi: 10.1016/j.molliq.2021.115415
   Web of Science ®Google Scholar
• Marcus Y. Solvent mixtures: properties and selective solvation. New York: Marcel Dekker; 2002.
   Google Scholar
• Marcus Y. Preferential solvation in mixed solvents, 14. Mixtures of 1,4-dioxane with organic solvents: Kirkwood–Buff integrals and volume-corrected preferential solvation parameters. J Mol Liq. 2006;128:115–126. doi: 10.1016/j.molliq.2005.12.005
   Web of Science ®Google Scholar
• Marcus Y. On the preferential solvation of drugs and PAHs in binary solvent mixtures. J Mol Liq. 2008;140(1–3):61–67. doi: 10.1016/j.molliq.2008.01.005
   Web of Science ®Google Scholar
• Marcus Y. Preferential solvation in mixed solvents. In: Smith PE, Matteoli E O’Connell JP, editors Fluctuation theory of solutions: applications in chemistry, Chemical Engineering, and biophysics. Boca Raton, FL: CRC, Press Taylor & Francis Group; 2013. pp. 65–92.
   Google Scholar
• Delgado DR, Martínez F. Solubility and preferential solvation of sulfadiazine in methanol + water mixtures at several temperatures. Fluid Phase Equilibr. 2014;379:128–138. doi: 10.1016/j.fluid.2014.07.013
   Web of Science ®Google Scholar
• Martínez F, Jouyban A, Acree WE Jr. Preferential solvation of etoricoxib in some aqueous binary cosolvent mixtures at 298.15K. Phys Chem Liq. 2016;55:1–13. doi: 10.1080/00319104.2016.1198481
   Web of Science ®Google Scholar
• Delgado DR, Peña MÁ, Martínez F, et al. Further numerical analyses on the solubility of sulfapyridine in ethanol + water mixtures. Pharm Sci. 2016;22:143–152. doi: 10.15171/PS.2016.24
   Google Scholar
• Akay S, Kayan B, Martínez F. Solubility, dissolution thermodynamics and preferential solvation of 4-nitroaniline in (ethanol + water) mixtures. Phys Chem Liq. 2021;59(6):956–968. doi: 10.1080/00319104.2021.1888095
   Web of Science ®Google Scholar
• Tooski HF, Jabbari1 M, Farajtabar A. Solubility and preferential solvation of the flavonoid naringenin in some aqueous/organic solvent mixtures. J Solution Chem. 2016;45(12):1701–1714. doi: 10.1007/s10953-016-0526-2
   Web of Science ®Google Scholar
• Delgado DR, Peña MÁ, Martínez F. Preferential solvation of some sulfonamides in propylene glycol + water solvent mixtures according to the IKBI and QLQC methods. J Solution Chem. 2014;43:360–374. doi: 10.1007/s10953-014-0130-2
   Web of Science ®Google Scholar
• Nagata I, Yamada T, Nakagawa S. Excess Gibbs free energies and heats of mixing for binary systems ethyl acetate with methanol, ethanol, 1-propanol, and 2-propanol. J Chem Eng Data. 1975;20(3):271–275. doi: 10.1021/je60066a007
   Web of Science ®Google Scholar
• Marcus Y. The properties of solvents. Chichester: John Wiley & Sons; 1998.
   Google Scholar
• Rodríguez GA, Delgado DR, Martínez F. Preferential solvation of indomethacin and naproxen in ethyl acetate + ethanol mixtures according to the IKBI method. Phys Chem Liq. 2014;52:533–545. doi: 10.1080/00319104.2013.842474
   Web of Science ®Google Scholar
• González B, Calvar N, Gómez E, et al. Density, dynamic viscosity, and derived properties of binary mixtures of methanol or ethanol with water, ethyl acetate, and methyl acetate at T = (293.15, 298.15, and 303.15) K. J Chem Thermodyn. 2007;39(12):1578FGF–1588. doi: 10.1016/j.jct.2007.05.004
   Web of Science ®Google Scholar
• Oswal SL, Putta SSR. Excess molar volumes of binary mixtures of alkanols with ethyl acetate from 298.15 to 323.15 K. Thermochim Acta. 2001;373(2):141–152. doi: 10.1016/S0040-6031(00)00778-4
   Web of Science ®Google Scholar
• Jouyban A, Acree WE Jr, Martínez F. Modelling the solubility and preferential solvation of gallic acid in co-solvent + water mixtures. J Mol Liq. 2016;224:502–506. doi: 10.1016/j.molliq.2016.10.018
   Web of Science ®Google Scholar
• Kamlet MJ, Taft RW. The solvatochromic comparison method. I. The betascale of solvent hydrogen-bond acceptor (HBA) basicities. J Am Chem Soc. 1976;98:377–383. doi: 10.1021/ja00418a009
   Web of Science ®Google Scholar
• Yalkowsky SH, Roseman TJ. Techniques of solubilization of drugs. New York: Marcel Dekker; 1981.
   Google Scholar