Perfluoroalkanes: Conformational Analysis and Liquid-State Properties from ab Initio and Monte Carlo Calculations

Journal of Physical Chemistry A

Volumn 105, Issue 16, 2001, Pages 4118-4125

  Watkins, Edward K ^a   Jorgensen, William L ^a  

^a YALE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ENERGY BARRIERS;

COMPUTER SIMULATION; CONFORMATIONS; MOLECULES; MONTE CARLO METHODS; SOLVENTS;

FLUOROCARBONS;

EID: 0035953983     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp004071w     Document Type: Article

References (76)

1. Chambers, R. D.; Sandford, G.; Shah, A. Synth. Commun. 1996, 26, 1861-1866.
2. Zhu, D. W. Synthesis 1993, 953-954.
3. Chechik, V.; Crooks, R. M. J. Am. Chem. Soc. 2000, 122, 1243-1244.
4. Rao, N. S.; Baker, B. E. Textile Finishes and Fluorosurfactants. In Organofluorine Chemistry: Principles and Commercial Applications', Banks, R. E., Smart, B. E., Tatlow, J. C., Eds.; Plenum: New York, 1994; pp 321-336.
5. Guillevic, M. A.; Rocaboy, C.; Arif, A. M.; Horvath, I. T.; Gladysz, J. A. Organometallics 1998, 17, 707-717.
6. DeSimone, J. M.; Maury, E. E.; Menceloglu, Y. Z.; McClain, J. B.; Romack, T. J.; Combes, J. R. Science 1994, 265, 356-359.
7. Beckman, J. E. Science 1996, 277, 613-614.
8. Johnston, K. P.; Harrison, K. L.; Clarke, M. J.; Howdle, S. M.; Heitz, M. P.; Bright, F. V.; Carlier, C.; Randolph, T. W. Science 1996, 277, 624-626.
9. Gross, U.; Papke, G.; Rudiger, S. J. Fluorine Chem. 1993, 67, 11-16.
10. Lowe, K. C. Properties and Biomedical Applications of Perfluorochemicals and Their Emulsions. In Organofluorine Chemistry: Principles and Commercial Applications; Banks, R. E., Smart, B. E., Tatlow, J. C., Eds.; Plenum: New York, 1994; pp 555-573.
11. Miller, J. H., Jr.; Googe, J. M., Jr.; Hoskins, J. C. Am. J. Ophthalmol. 1997, 123, 705-707.
12. Porter, T. R.; Xie, F.; Kricsfeld, A.; Kilzer, K. J. Am. Coll. Cardiol. 1995,26,33-40.
13. Albinsson, B.; Michl, J. J. Am. Chem. Soc. 1995, 777,6378-6379.
14. Albinsson, B.; Michl, J. /. Phyi. Chem. 1996, 100, 3418-3429.
15. Neumann, F.; Teramae, H.; Downing, J. W.; Michl, J. J. Am. Chem. Soc. 1998, 720, 573-582.
16. Smith, G. D.; Jaffe, R. L.; Yoon, D. Y. Macromolecules 1994, 27, 3166-3173.
17. Okada, O.; Oka, K.; Kuwajima, S.; Tanabe, K. Mol. Simul. 1999, 27, 325-342.
18. Chen, K.-H.; Walker, G. A.; Allinger, N. L. J. Mol. Struct. (THEOCHEM) 1999, 490, 87-107.
19. Belyakov, A. V.; Haaland, A.; Shorokhov, D. J.; West, R. J. Organomet. Chem. 2000, 597, 87-91.
20. Rosi-Schwartz, B.; Mitchell, G. R. Phys. Scr. 1995, 757, 161-167.
21. Rosi-Schwartz, B.; Mitchell, G. R. Polymer 1994, 35, 3139-3148.
22. Holt, D. B.; Farmer, B. L. Polymer 1999, 40, 4667-4672.
23. Holt, D. B.; Farmer, B. L. Polymer 1999, 40, 4673-4684.
24. Rosi-Schwartz, B.; Mitchell, G. R. Polymer 1996, 37, 1857-1870.
25. Rosi-Schwartz, B.; Mitchell, G. R. Philos. Mag. B-Phys. Condens. Matter Stat. Mech. Electron. Opt. Magn. Prop. 1996, 73, 153-161.
26. Sprik, M.; Rothlisberger, U.; Klein, M. L. J. Phys. Chem. B 1997, 101, 2745-2749.
27. Sprik, M.; Rothlisberger, U.; Klein, M. L. Mol. Phys. 1999, 97, 355-373.
28. Jaffe, R. L.; Han, J.; Yang, L.; Yoon, D. Y. Abstracts of Papers, Part 2, 215th National Meeting of the American Chemical Society, Dallas, TX, March 29-April 2, 1998; American Chemical Society: Washington, DC, 1998; PMSE 201.
29. Han, J.; Jaffe, R. L.; Yoon, D. Y. Abstracts of Papers, Part I, 213th National Meeting of the American Chemical Society, San Francisco, CA, April 13-17, 1997; American Chemical Society: Washington, DC, 1997; COMP 294.
30. Dixon, D. A.; Famham, W. B.; Capobianco, P. J. Int. J. Supercomput. Appl. High Perform. Comput. 1990, 4 (2), 134-149.
31. Gough, C. A.; Debolt, S. E.; Kollman, P. A. J. Comput. Chem. 1992, 13, 963-970.
32. Yamamoto, R.; Kitao, O.; Nakanishi, K. Fluid Phase Equilib. 1995, 104, 349-361.
33. Cui, S. T.; Siepmann, J. I.; Cochran, H. D.; Cummings, P. T. Fluid Phase Equilib. 1998, 146, 51-61.
34. Jorgensen, W. L.; Maxwell, D. S.; Tirado-Rives, J. J. Am. Chem. Soc. 1996, 118, 11225-11236.
35. Cornell, W. D.; Cieplak, P.; Bayly, C. I.; Gould, I. R.; Merz, K. M., Jr.; Ferguson, D. M.; Spellmeyer, D. C.; Fox, T.; Caldwell, J. W.; Kollman, P. A. J. Am. Chem. Soc. 1995, 117, 5179-5197.
36. (36)- Jorgensen, W. L. BOSS, version 4.2; Yale University: New Haven, CT, 2000.
37. Jaguar, version 3.5; Schrodinger, Inc.: Portland, OR, 1998.
38. Parra, R. D.; Zeng, X. C. J. Fluorine Chem. 1997, 83, 51-60.
39. Muir, M.; Baker, J. Mol. Phys. 1996, 89, 211-237.
40. Parra, R. D.; Zeng, X. C. J. Phys. Chem. A 1998, 102, 654-658.
41. Smith, J. H.; Pace, E. L. J. Phys. Chem. .1969, 73, 2368-2372.
42. Murphy, R. B.; Beachy, M. D.; Friesner, R. A.; Ringnalda, M. N. J. Chem. Phys. 1995, 103, 1481-1490.
43. Friesner, R. A.; Murphy, R. B.; Beachy, M. D.; Ringnalda, M. N.; Pollard, W. T.; Dunietz, B. D.; Cao, Y. X. J. Phys: Chem. A 1999, 103, 1913-1928.
44. Tirado-Rives, J. Fit, version 1.0; Yale University: New Haven, CT 2000
45. Metropolis, N.; Rosenbluth, A. W.; Rosenbluth, M. N.; Teller, A. H. J. Chem. Phys. 1953, 21, 1087-1092.
46. Jorgensen, W. L. Monte Carlo Simulations for Liquids. In Encyclopedia of Computational Chemistry; Schleyer, P. v. R., Ed.; Wiley: New York, 1998; Vol. 3, pp 1754-1763.
47. Rizzo, R. C.; Jorgensen, W. L. J. Am. Chem. Soc. 1999, 121, 4827-4836.
48. Waldner, L; Bassen, A.; Bertagnolli, H.; Todheide, K.; Strauss, G.; Soper, A. K. J. Chem. Phys. 1997, 107, 10667-10674.
49. Mack, H. G.; Dakkouri, M.; Oberhammer, H. J. Phys. Chem, 1991, 95, 3136-3138.
50. Nose, S.; Klein, M. L. J. Chem. Phys. 1983, 78, 6928-6939.
51. Brode, S.; McDonald, I. R. Mol. Phys. 1988, 65, 1007-1012.
52. Johnson, K. A.; Howells, W. S. J. Phys.-Condes. Matter 1999, 11, 9239-9248.
53. Dixon, D. A. J. Phys. Chem. 1992, 96, 3698-3701.
54. Campos-Vallette, M.; Rey-Lafon, M. J. Mol. Struct. 1984, 118, 245-255.
55. Campos-Vallette, M.; Rey-Lafon, M. J. Mol. Struct. 1983, 101, 23-45.
56. Piaggio, P.; Francese, P. G.; Masetti, G.; Dellepiane, G. J. Mol. Struct. 1975, 26, 421-428.
57. Kollman, P. A. University of California, San Francisco, CA. Personal communication, 1994.
58. Terry, M. J.; Lynch, J. T.; Bunclark, M.; Mansell, K. R.; Staveley, L. A. K. J. Chem. Thermodyn. 1969, 1, 413-424.
59. Knobler, C. M.; Pings, C. J. J. Chem. Eng. Data 1965, 10, 129-130.
60. Boublik,T. Collect. Czech. Chem. Commun. 1972,57,2499-2506.
61. Maslov, Y. P.; Maslov, P. G. J. Gen. Chem. USSR (Engl. Transl.) 1966, 36, 398-402.
62. Swarts, F. Bull. Soc. Chim. Belg. 1933, 42, 114-118.
63. Ruff, O.; Bretschneider, O. Z Anorg. Allg. Chem. 1933, 210, 173-183.
64. CRC Handbook of Chemistry and Physics, http://www.knovel.com (accessed May 2000), path: Knovel/CRC/CRC Handbook of Chemistry and Physics/Result for c2f6/Section 6: Fluid Properties/Enthalpy of Vaporization.
65. Brown, J. A. J. Chem. Eng. Data 1963, 8, 106-108.
66. Martin, J. J. J. Chem. Eng. Data 1962, 7, 68-72.
67. Bambach, G. Kaeltetechnik 1956, 8, 334-339.
68. Brown, J. A.; Mears, W. H. J. Phys. Chem. 1958, 62, 960-962.
69. Barber, E. J.; Cady, G. H. J. Phys. Chem. 1956, 60, 504-505.
70. Burger, L. L.; Cady, G. H. J. Am. Chem. Soc. 1951, 73, 4243-4246.
71. Basarova, P.; Svoboda, V. Fluid Phase Equilib. 1991, 68, 13-34.
72. Brice, T. J.; Coon, R. I. J. Am. Chem. Soc. 1953, 75, 2921-2925.
73. Dunlap, R. D.; Murphy, C. J., Jr.; Bedford, R. G. J. Am. Chem. Soc. 1958, 80, 83-85.
74. Kennan, R. P.; Pollack, G. L. J. Chem. Phys. 1988, 89, 517-521.
75. Stiles, V. E.; Cady, G. H. J. Am. Chem. Soc. 1952, 74, 3771-3773.
76. Miller, W. T. Preparation of Halo Aliphatic Compounds. U. S. Patent 2,716,141, Aug 23, 1955.