Comparison of AM1 and PM3 in MOPAC6 with literature for the thermodynamic parameters of C1 and C2 chlorocarbons

Industrial and Engineering Chemistry Research

Volumn 37, Issue 8, 1998, Pages 3497-3507

  Zhu, Li ^a   Bozzelli, Joseph W ^a   Lay, Tsan H ^a  

^a NEW JERSEY INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

APPROXIMATION THEORY; COMPUTATIONAL METHODS; ENTHALPY; ENTROPY; LINEAR EQUATIONS; SPECIFIC HEAT;

CHLOROACETYLENE; CHLOROCARBONS; GROUP ADDITIVITY METHOD; PITZER-GWINN APPROXIMATION METHOD;

CHLORINE COMPOUNDS;

EID: 0032137578     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie980126t     Document Type: Article

References (43)

1. Rodgers, A. S. Selected Values for Properties of Chemical Compounds; Thermodynamic Research Center, Texas A&M University: College Station, TX, 1982.
2. Stull, D. R.; Prophet, H. JANAF Thermochemical Tables, 2nd ed.; NSRDS-NBS 37; U.S. Government Printing Office: Washington, D.C, 1970.
3. Stull, D. R.; Westrum, E. F., Jr.; Sinke, G. C. The Chemical Thermodynamics of Organic Compounds; Robert E. Krieger Publishing: Malabar, FL, 1987; Chapter 14.
4. Pedley, J. B.; Naylor, R. O.; Kirby, S. P. Thermodynamic Data of Organic Compounds, 2nd ed.; Chapman and Hall: London, 1986.
5. Benson, S. W. Thermochemical Kinetics; Wiley-Interscience: New York, 1976.
6. Benson, S. W.; Buss, J. H. Additivity Rules for the Estimation of Molecular Properties. J. Chem. Phys. 1958, 29, 546.
7. Reid, R. C.; Prausnitz, J. M.; Sherwood, T. K. The Properties of Gases and Liquids 3rd ed.; McGraw-Hill Book Co.: New York, USA, 1977.
8. Cohen, N. Aerospace Report No. ATR-88(7073)-2; Aerospace Corp., El Segundo, CA, 1988.
9. Domalski, E. S.; Hearing, E. D. Estimation of the Thermodynamic Properties of Hydrocarbons at 298.15 K. J. Phys. Chem. Ref. Data 1988, 17, 4.
10. Wong, D. K.; Kretkowski, D. A.; Bozzelli, J. W. Standard Chemical Thermodynamic Properties of Monochloroalkanes. Ind. Eng. Chem. Res. 1993, 32, 3184.
11. Ritter, E. R.; Bozzelli, J. W. THERM: Thermodynamic Property Estimation for Gas-Phase Radical and Molecules. Int. J. Chem. Kinet. 1991, 23, 767.
12. Ritter, E. R. THERM: A Computer Code for Estimating Thermodynamic Properties for Species Important to Combustion and Reaction Modeling. J. Chem. Inf. Comput. Sci. 1991, 31, 400 (THERM is distributed free by writing to the authors).
13. Chen, C.; Bozzelli, J. W. Standard Chemical Thermodynamic Properties of Multi- Chloro Alkanes and Alkenes: A Modified Group Additivity Scheme. J. Phys. Chem. 1998, 102, 4551-58.
14. Dewar, M. J. S.; Thiel, W. Ground States of Molecules. 38. The MNDO Method. Approximations and Parameters. J. Am. Chem. Soc. 1977, 99, 4899.
15. Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Stewart, J. J. P. AM1: A New General Purpose Quantum Mechanical Molecular Model. J. Am. Chem. Soc. 1985, 107, 3902.
16. (a) Stewart, J. J. P. Optimization of Parameters for Semiempirical Methods. I. Method. J. Comput. Chem. 1989, 10, 209.
17. (b) Stewart, J. J. P. Optimization of Parameters for Semiempirical Methods. III. Extension of PM3 to Be, Mg, Zn, Ga, Ge, As, Se, Cd, In, Sn, Sb, Te, Hg, Tl, Pb, and Bi. J. Comput. Chem. 1989, 10, 221.
18. (a) MOPAC: A General Molecular Orbital Package (QCPE 445). QCPE Bull. 1983, 3, 43.
19. (b) MOPAC6.0; Frank J. Seiler Research Lab.: U.S. Air Force Academy, CO, 1990.
20. Feller, D.; Davidson, E. R. Basis Sets for ab initio Molecular Orbital Calculations and Intermolecular Interactions. Reviews in Computational Chemistry; VCH: New York, 1990; Vol. 1.
21. Hehre, W. J.; Ditchfield, R.; Pople, J. A. Self-Consistent Molecular Orbital Methods: XII Further Estimations of Gaussian-Type Basis Sets for Use in Molecular Orbital Studies of Organic Molecules. J. Chem. Phys. 1982, 56, 2257.
22. Harriharan, P. C.; Pople, J. A. Self-Consistent Molecular Orbital Methods. Supplementary Functions for Basis Sets. Chim. Phys. Acta 1973, 28, 213.
23. Frisch, M. J.; Pople, J. A.; Binkley, J. S. Self-Consistent Molecular Orbital Methods 25. Supplementary Functions for Basis Sets. J. Chem. Phys. 1984, 80, 3265.
24. Curtiss, L. A.; Raghavachari, K.; Pople, J. A. Gaussian-2 Theory of Molecular Energies of First- and Second-Row Compounds. J. Chem. Phys. 1991, 94, 7221.
25. Curtiss, L. A.; Jones, C.; Trucks, G. W.; Raghavachari, K.; Pople, J. A. Gaussian-1 Theory of Molecular Energies for Second-Row Compounds. J. Chem. Phys. 1990, 93, 2537.
26. Curtiss, L. A.; Raghavachari, K.; Trucks, G. W.; Pople, J. A. Gaussian-2 Theory Using Reduced Moller-Plesset Orders. J. Chem. Phys. 1993, 98, 1293.
27. Hehre, W. J.; Radom, L.; Schleyer, P. R.; Pople, J. A. Ab Initio Molecular Orbital Theory; John Wiley and Sons: New York, 1986.
28. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T. A.; Peterson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Iaham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Wong, M. W.; Replogle, E. S.; Gomperts, R.; Andres, J. L.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. J. P.; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. Gaussian 94; Gaussian, Inc.: Pittsburgh, PA, 1995.
29. Frisch, M. J.; Trucks, G. W.; Head-Gordon, M.; Gill, P. M. W.; Wong, M. W.; Foresman, J. B.; Johnson, B. G.; Schlegel, H. B.; Robb, M. A.; Replogle, E. S.; Gomperts, R.; Andres, J. L.; Raghavachari, K.; Binkley, J. S.; Gonzalez, C.; Martin, R. L.; Fox, D. J.; Defrees, D. J.; Baker, J.; Stewart, J. J. P.; Pople, J. A. Gaussian 92 Revision C; Gaussian, Inc.: Pittsburgh, PA, 1992.
30. Melius, C. F. BAC-MP4 Heats of Formation and Free Energies; Sandia National Laboratories: Livermore, CA, 1993.
31. Colegrove, B. T.; Thompson, T. B. Ab Initio Heats of Formation for Chlorinated Hydrocarbons: Allyl Chloride, Cis- and Trans-1-Chloropropene and Vinyl Chloride. J. Chem. Phys. 1997, 106, 1480.
32. Glukhovtsev, M. N.; Bach, R. D. A High-Level Computational Study on the Thermochemistry of Vinyl and Formyl Halides: Heats of Formation, Dissociation Energies, and Stabilization Energies. J. Phys. Chem. 1997, 101, 3574.
33. 2 Stable and Radical Hydroflourocarbons and Oxidized Hydroflourocarbons. J. Phys. Chem. 1996, 100, 8737.
34. 2OOH: Conformational Analysis, Internal Rotation Barriers, Vibrational Frequencies, and Thermodynamic Properties. J. Phys. Chem. 1996, 100, 8240.
35. 3 Buttress Effects in Multisubstituted Aromatics. Thermochim. Acta 1993, 222, 153.
36. Dewar, M. J.; Zoebisch, E. G. Extension of AM1 to the Halogens. J. Mol. Struct.: THEOCHEM 1988, 180, 1.
37. Lay, T. H.; Yamada, T.; Tsai, P.; Bozzelli, J. W. Thermodynamic Parameters and Group Additivity Ring Corrections for Three- to Six-Membered Oxygen Heterocyclic Hydrocarbons. J. Phys. Chem. 1997, 101, 2471.
38. (a) Pitzer, K. S. Thermodynamic Functions for Molecules Having Restricted Internal Rotations. J. Chem. Phys. 1937, 5, 469.
39. (b) Pitzer, K. S. Energy Levels and Thermodynamic Functions for Molecules with Internal Rotation. II. Unsymmetrical Tops Attached to a Rigid Frame. J. Chem. Phys. 1946, 14, 239.
40. Pitzer, K. S.; Gwinn, W. D. Energy Levels and Thermodynamic Functions for Molecules with Internal Rotation. I. Rigid Frame with Attached Tops. J. Chem. Phys. 1942, 10, 428.
41. Kilpatrick, J. E.; Pitzer, K. S. Energy Levels and Thermodynamic Functions for Molecules with Internal Rotation. III. Compound Rotation. J. Chem. Phys. 1949, 11, 1064.
42. 298, and Cp(T)'s 300 ≤ T/K ≤ 1500, and Group Additivity Corrections on Fluoroethanes. J. Phys. Chem. 1998, 102, in press.
43. Raghavachari, K (coauthor of Gaussian Code), Bell Labs, Murray Hill, NJ, personal communication, 1998.