The estimation of melting points and fusion enthalpies using experimental solubilities, estimated total phase change entropies, and mobile order and disorder theory

Journal of Chemical Information and Computer Sciences

Volumn 42, Issue 2, 2002, Pages 368-374

  Chickos, James S ^a   Nichols, Gary ^a   Ruelle, Paul ^b,c  

^a UNIVERSITY OF MISSOURI ST LOUIS   (United States)

^b UNIVERSITY OF LAUSANNE   (Switzerland)

^c NONE   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

FUSION ENTHALPIES;

ENTHALPY; ENTROPY; ORDER DISORDER TRANSITIONS; SOLUBILITY; THERMAL EFFECTS;

MELTING;

EID: 0036522814     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci010341b     Document Type: Article

References (18)

1. Katritzky, A.R.; Jain, R.; Lomaka, A.; Petrukhin, R.; Maran, U.; Karelson, M. Perspective on the Relationship between Melting Points and Chemical Structure. Crystal Growth Design 2001, 1, 261-5.
2. Gavezzotti, A. Molecular symmetry. Melting Temperatures and Melting Enthalpies of Substituted Benzenes and Naphthalenes. J. Chem. Soc., Perkin Trans. 2 1995, 1399.
3. See, for example: Chickos, J.S.; Acree, W., Jr.; W. Liebman, J.F. Estimating Phase Change Entropies and Enthalpies. In Computational Thermochemistry, Prediction and Estimation of Molecular Thermodynamics; Frurip, D., Irikura, K., Eds.; ACS Symposium Series 677, American Chemical Society: Washington, DC, 1998; pp 63-93.
4. Chickos, J.S.; Acree, W., Jr.; Liebman, J.F. Estimating Solid-Liquid Phase Change Entropies and Enthalpies. J. Chem. Phys. Ref. Dam 1999, 28, 1535-1673.
5. Chickos, J.S.; Nichols, G. Simple Relationships for the Estimation of Melting Temperatures of Homologous Series. J. Chem. Eng. Data 2001, 46, 562-573.
6. Ruelle, P.; Rey-Mermet, C.; Buchmann, M.; Nam-Tran, H.; Kesselring, U.W.; Huyskens, P.L. A New Predictive Equation for the Solubility of Drugs Based on the Thermodynamics of Mobile Disorder. Pharm. Res. 1991, 8, 840-850.
7. Ruelle, P.; Buchmann, M.; Hô, N.-T.; Kesselring, U.W. COmparison of the solubility of polycyclic aromatic hydrocarbons in nonassociated and associated solvents: The hydrophobic effect. Intern. J. Pharmaceutics 1992, 87, 47-57.
8. Ruelle, P.; Sarraf, E.; Van Den Berge, L.; Seghers, K.; Buchmann, M.; Kesselring, U.W. The Effect of Proton Acceptor Sites of the Solute on its Solubility in Proton Donor Solvents. Pharm. Acta Helv. 1993, 68, 49-60.
9. Ruelle, P.; Buchmann, M.; Kesselring, U.W. Hydrophobic Effect at the Origin of the Low Solubility of Inert Solid Substances in Hydrogen Bonded Solvents. J. Pharm. Sci. 1994, 83, 987-997.
10. Ruelle, P.; Kesselring, U.W. The Hydrophobic Effect. 1. A Consequence of the Mobile Order in H-bonded Liquids. J. Pharm. Sci. 1998, 87, 987-997.
11. Ruelle, P.; Kesselring, U.W. The Hydrophobic Effect. 2. Relative Importance of the Hdrophobic Effect on the Solubility of Hydrophobes and Pharmaceuticals in H-Bonded Solvents. J. Pharm. Sci. 1998, 87, 988-1014.
12. Ruelle, P.; Farina-Cuendet, A.; Kesselring, U.W. Hydrophobic and solvation effects on the solubility Of hydroxysteroids in various solvents: Quantitative and qualitative assessment by application of the mobile order and disorder theory. Perspect. Drug Discovery Design 2000, 18, 61-112.
13. Fredenslund, A.; Jones, R.L.; Prausnitz, J.M. Group-Contribution Estimation of Activity Coefficients in Nonideal Liquid Mixtures. AIChe. J. 1975, 21, 1086.
14. Abrams, D.S.; Prausnitz, J.M. Statistical Thermodynamics of Liquid Mixtures. New Expression for the Excess Gibbs Energy of Partly or Completely Miscible Systems. AIChe. J. 1975, 21, 116.
15. Kamlet, M.J.; Taft, R.W. Linear solvation energy relationships. 35. Local empirical rules or fundamental laws of chemistry? A reply to the chemometricians. Acta Chem. Scand. 1985, 39, 611.
16. Taft, R.W.; Abboud, J.L.M.; Kamlet, M.J.; Abraham, M.H. Linear solvation energy relations. J. Sol. Chem. 1985, 14, 153.
17. Wakita, K.; Yoshimoto, M.; Watanabe, H. A method for calculation of the aqueous solubility of organic compounds by using new fragment solubility constants. Chem. Pharm. Bull. 1986, 34, 4663.
18. Kamlet, M.J.; Doherty, R.M.; Abraham, M.H.; Carr, P.W.; Doherty, R.F.; Taft, R.W. Linear solvation energy relationships. 41. Important differences between aqueous solubility relationships for aliphatic and aromatic solutes. J. Phys. Chem 1987. 91, 1966.