Estimation of the ideal solubility (crystal-liquid fugacity ratio) of organic compounds

Journal of Pharmaceutical Sciences

Volumn 99, Issue 3, 2010, Pages 1100-1106

  Yalkowsky, Samuel H ^a   Wu, Min ^a  

^a UNIVERSITY OF ARIZONA   (United States)

Author keywords

Crystallization; Crystals; Solid state; Solubility; Thermodynamics

Indexed keywords

ORGANIC COMPOUND;

ACCURACY; AQUEOUS SOLUTION; CALCULATION; COOLING; CRYSTAL; CRYSTAL LIQUID FUGACITY RATIO; CRYSTALLIZATION; ENTHALPY; ENTROPY; ERROR; HEAT; HIGH TEMPERATURE; HYDROGEN BOND; LIQUID; LOW TEMPERATURE; MELTING POINT; MOLECULAR DYNAMICS; PHYSICAL PARAMETERS; ROOM TEMPERATURE; SHORT SURVEY; SOLID; SOLUBILITY; TEMPERATURE; VAPOR PRESSURE;

EID: 76649105413     PISSN: 00223549     EISSN: 15206017     Source Type: Journal    
DOI: 10.1002/jps.21897     Document Type: Short Survey

References (25)

1. Prausintz JM, Lichtenthaler RN, de Azevedo EG. 1999. Molecular thermodynamics of fluid phase equilibria. 3rd edition. Englewood Cliffs, NJ: Prentice Hall.
2. Yalkowsky SH. 1999. Solubility and solubilization in aqueous media. New York, NY: Oxford University Press.
3. Walden PZ. 1908. Uber die schmeltzwarme, specifische Kokesion und Molekulargrosse bei der Schmeltztemperatur. Z Elektrochem 14:713-728.
4. Chickos JS, Hesse DG, Liebman JF. 1990. Estimating entropies and enthalpies of fusion of hydrocarbons. Org Chem 55:3833-3840.
5. Chickos JS, Hesse DG, Liebman JF. 1991. Estimating entropies and enthalpies of fusion of organic compounds. Org Chem 56:927-938.
6. Dannenfelser RM, Yalkowsky SH. 1996. Estimation of entropy of melting from molecular structure: A non-group contribution method. Ind Eng Chem Res 35:1483-1486.
7. Dannenfelser RM, Yalkowsky SH. 1999. Predicting the total entropy of melting: Application to pharmaceutical and environmentally relevant compounds. J Pharm Sci 88:722-724.
8. Jain A, Yang G, Yalkowsky SH. 2004. Estimation of total entropy of melting of organic compounds. Ind Eng Chem Res 43:4376-4379.
9. Jain A, Yalkowsky SH. 2006. Estimation of melting points of organic compounds-II. J Pharm Sci 95: 2562-2618.
10. Wu M, Yalkowsky SH. 2009. Estimation of the molar heat capacity change on melting of organic compounds. Ind Eng Chem Res 48:1063-1066.
11. Bondi A. 1966. Estimation of the heat capacity of liquids. Ind Eng Chem Fundam 1966:442-449.
12. Mackay D, Bobra A, Chan DW, Shlu WY. 1982. Vapor pressure correlations for low-volatility environmental chemicals. Environ Sci Technol 16:645-649.
13. Mishra DS, Yalkowsky SH. 1992. Ideal solubility of a solid solute: Effect of heat capacity assumption. Pharm Res 9:958-959.
14. Hildebrand JH, Scott RL. 1970. Regular solutions. New York: Van Nostrand Reinhold.
15. Opperhuizen A, Gobas FAPC, Van der Steen JMD, Hutzinger O. 1988. Aqueous solubility of polychlorinated biphenyls related to molecular structure. Environ Sci Technol 22:638-646.
16. Neau SH, Flynn GL. 1990. Solid and liquid heat capacities of n-Alkyl para-aminobenzoates near the melting point. Pharm Res 7:1157-1162.
17. Neau SH, Bhandarkar SV, Hellmuth EW. 1997. Differential molar heat capacities to test ideal solubility estimations. Pharm Res 14:601-605.
18. Grant DJW, Mehdizadeh M, Chow AHL, Fairbrother JE. 1984. Non-linear van't Hoff solubility-temperature plots and their pharmaceutical interpretation. Int J Pharm 18:25-38.
19. Chueh CF, Swanson AC. 1973. Estimating liquid heat capacity. Chem Eng Prog 69:83-85.
20. Domalski ES, Hearing ED. 1988. Estimation of the thermodynamic properties of hydrocarbons at 298.15 K. J Phys Chem Ref Data 17:1637-1647.
21. Chickos JS, Hesse DG, Liebman JF. 1993. A group additivity approach for the estimation of heat capacities of organic liquids and solids. Struct Chem 4:261-268.
22. Ruzicka V, Domalski ES. 1993. Estimation of the heat-capacities of organic liquids as a function of temperature using group additivity. I. Hydrocarbon compounds. J Phys Chem Ref Data 22:597-618.
23. Ruzicka V, Domalski ES. 1993. Estimation of the heat-capacities of organic liquids as a function of temperature using group additivity. II. Compounds of carbon, hydrogen, halogens, nitrogen, oxygen, and sulfur. J Phys Chem Ref Data 22: 619-657.
24. Goodman BT, Wilding WV, Oscarson JL, Rowley RL. 2004. Use of the DIPPR database for development of quantitative structure-property relationship correlations: Heat capacity of solid organic compounds. J Chem Eng Data 49:24-31.
25. Pappa GD, Voutsas EC, Magoulas K, Tassios DP. 2005. Estimation of the differential molar heat capacities of organic compounds at their melting point. Ind Eng Chem Res 2005:3799-3806.