Three-dimensional quantitative structure - Property relationship (3D-QSPR) models for prediction of thermodynamic properties of polychlorinated biphenyls (PCBs): Enthalpy of sublimation

Journal of Chemical Information and Computer Sciences

Volumn 42, Issue 1, 2002, Pages 109-116

  Puri, Swati ^a   Chickos, James S ^a   Welsh, William J ^a,b  

^a UNIVERSITY OF MISSOURI ST LOUIS   (United States)

^b RUTGERS ROBERT WOOD JOHNSON MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COMPARATIVE MOLECULAR FIELD ANALYSIS (COMFA);

CAPACITORS; ELECTRIC TRANSFORMERS; ELECTROSTATICS; ENTHALPY; MOLECULAR ORIENTATION; SUBLIMATION;

POLYCHLORINATED BIPHENYLS;

EID: 0036432332     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci010081y     Document Type: Article

References (27)

1. Makino, M. Prediction of n-Octanol/Water Partition Coefficients of Polychlorinated Biphenyls by Use of Computer Calculated Molecular Properties. Chemosphere 1998, 37, 13-26.
2. Makino, M. Novel Classification to Predict Relative Gas Chromatographic Retention Times and n-Octanol/Water Partition Coefficients of Polychlorinated Biphenyls. Chemosphere 1999, 39, 893-903.
3. Hasan, M.N.; Jurs, P.C. Computer-Assisted Prediction of Gas Chromatographic Retention Times of Polychlorinated Biphenyls. Anal. Chem. 1988, 60, 978-982.
4. Mulholland, J.A.; Sarofim, A.F.; Rutledge, G.C. Semiempirical Molecular Orbital Estimation of the Relative Stability of Polychlorinated Biphenyl Isomers produced by o-Dichlorobenzene Pyrolysis. J. Phys. Chem. 1993, 97, 6890-6896.
5. Kafafi, S.A.; Afeefy, H.Y.; Ali, H.A.; Said, H.K.; Kafafi, A.G. Binding of Polychlorinated Biphenyls to the Aryl Hydrocarbon Receptor. Environ. Health Perspect. 1993, 101, 422-428.
6. Cramer, R.D., III.; Patterson, D.E.; Bunce, J.D. Comparative Molecular Field Analysis (CoMFA). 1. Effect of Shape on Binding of Steroids to Carrier Proteins. J. Am. Chem. Soc. 1988, 110, 5959-5967.
7. Waller, C.L.; Minor, D.L.; McKinney, J.D. Using Three-Dimensional Quantitative Structure-Activity Relationships to Examine Estrogen Receptor Binding Affinities of Polychlorinated Hydroxybiphenyls. Environ. Health Perspect. 1995, 103, 702-707.
8. MeKenyan, O.G.; Veith, G.D.; Call, D.J.; Ankley, G.T. A QSAR Evaluation of Ah Receptor Binding of Halogenated Aromatic Xenobiotics. Environ. Health Perspect. 1996, 104, 1302-1310.
9. Clarke, J.U. Structure-Activity Relationships in PCBs: Use of Principal Components Analysis to Predict Inducers of Mixed-Function Oxidase Activity. Chemosphere 1986, 15, 275-287.
10. Chickos, J.S. A Protocol for Correcting Experimental Fusion Enthalpies to 298.15 K and its Application in Indirect Measurements of Sublimation Enthalpy at 298.15 K. Thermochim. Acta 1998, 313, 19-26.
11. The Tripos Bookshelf Version 4.0; Tripos: St. Louis, MO, 1999; p 9.
12. Chickos, J.S.; Hesse, D.G.; Liebman, J.F. A Group Additivity Approach for the Estimation of Heat Capacities of Organic Liquids and Solids at 298 K. Struct. Chem. 1993, 4, 261-269.
13. Puri, S.; Chickos, J.S.; Welsh, W.J. Determination of Vaporization Enthalpies of Polychlorinated Biphenyls by Correlation Gas Chromatography. Anal. Chem. 2001, 73, 1480-1484.
14. Wold, H. Soft Modeling. The Basic Design and Some Extensions. In Systems Under Indirect Observation: Causality, Structure, Prediction; Joreskog, K.G., Wold, H., Eds.; Elsevier Science Publishers: Amsterdam, 1982; Vol. II, Chapter 1, p 1.
15. Andersson, P.L.; Haglund, P.; Tysklind, M. The Internal Barriers of Rotation for the 209 Polychlorinated Biphenyls. Environ. Sci., Pollut. Res. 1997, 4, 75-81.
16. Chirico, R.D.; Knipmeyer, A.; Nguyen, A.; Steele, W.V. The Thermodynamic Properties of Biphenyl. J. Chem. Thermodyn. 1989, 21, 1307-1331.
17. -3 - 10 Torr. Thermochim. Acta 1989, 146, 53-61.
18. Morawetz, E. Enthalpies of Vaporization for a Number of Aromatic Compounds. J. Chem. Thermodyn. 1972, 4, 455-460.
19. Clark, T.; Knox, T.; Mackle, H.; McKervey, M.A.; Rooney, J.J. Heats of Sublimation of Some Cage Hydrocarbons by a Temperature Scanning Technique. J. Chem. Soc., Faraday Trans. 1 1975, 71, 2107-2110.
20. Bradley, R.S.; Cleasby, T.G. The Vapor Pressure and Lattice Energy of Some Aromatic Ring Compounds. J. Chem. Soc. 1953, 2, 1690-1692.
21. Geidarov, Kh.I.; Dzhafarov, O.I.; Karasharli, K.A.; Kostryukov, V.N. The Heat Capacity of 2-chlorobiphenyl in the Range 12-327 K. Zh. Fiz. Khim. 1974, 48, 1147-1149.
22. Acree, W.A., Jr. Thermodynamic Properties of Organic Compounds: Enthalpy of Fusion and Melting Point Temperature Compilation. Thermochim. Acta 1991, 189, 37-56.
23. Stephenson, R.M.; Malanowski, S. Handbook of the Thermodynamics of Organic Compounds; Elsevier Science Publishing Co., Inc.: New York, 1987; p 359.
24. Miller, M.M.; Ghodbane, S.; Wasik, S.P.; Tewari, Y.B.; Martire, D.M. Aqueous Solubilities, Octanol/Water Partition Coefficients, and Entropies of Melting of Chlorinated Benzenes and Biphenyls. J. Chem. Eng. Data 1984, 29, 184-190.
25. Falconer, R.L.; Bidleman, T.F. Vapor Pressures and Predicted Particle/Gas Distributions of Polychlorinated Biphenyl Congeners as Functions of Temperature and Ortho-Chlorine Substitution. Atmos. Environ. 1994, 28, 547-554.
26. Ruzicka, K.; Majer, V. Simultaneous Treatment of Vapor Pressures and Related Thermal Data Between the Triple and Normal Boiling Temperatures for n-Alkanes C5-C20. J. Phys. Chem. Ref. Data 1994, 23, 1-39.
27. Hinckley, D.A.; Bidleman, T.F.; Foreman, W.T.; Tuschall, J.R. Determination of Vapor Pressures for Nonpolar and Semipolar Organic Compounds from Gas Chromatographic Retention Data. J. Chem. Eng. Data 1990, 35, 232-237.