Quantum chemical and kinetic study of formation of 2-chlorophenoxy radical from 2-chlorophenol: Unimolecular decomposition and bimolecular reactions with H, OH, Cl, and O2

Journal of Physical Chemistry A

Volumn 112, Issue 16, 2008, Pages 3680-3692

  Altarawneh, Mohammednoor ^a   Dlugogorski, Bogdan Z ^a   Kennedy, Eric M ^a   Mackie, John C ^a,b  

^a UNIVERSITY OF NEWCASTLE   (Australia)

^b UNIVERSITY OF SYDNEY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ENERGY; ADDITION REACTIONS; DECOMPOSITION; HYDROGEN; PHENOLS; POTENTIAL ENERGY; POTENTIAL ENERGY SURFACES; QUANTUM CHEMISTRY; REACTION KINETICS; REACTION RATES; SURFACE POTENTIAL; SURFACE REACTIONS;

2 CHLOROPHENOL (2CP); ACTIVATION BARRIERS; BIMOLECULAR REACTIONS; CHLOROPHENOXY; CHLOROPHENOXY RADICAL; ENERGY SURFACES; GAS PHASE; HYDROGEN ATOMS; KINETIC (POLYM.); KINETIC STUDIES; PHENOLIC HYDROGEN; POLYCHLORINATED DIBENZO P DIOXINS AND DIBENZOFURANS (PCDD/FS); QUANTUM CHEMICALS; REACTION POTENTIAL; REACTION RATE CONSTANTS; UNIMOLECULAR; UNIMOLECULAR DECOMPOSITIONS;

RATE CONSTANTS;

2 CHLOROPHENOL; 2,3,7,8 TETRACHLORODIBENZO PARA DIOXIN; 2-CHLOROPHENOL; BENZOFURAN DERIVATIVE; CHLORINE; CHLOROPHENOL; DIBENZOFURAN; DRUG DERIVATIVE; FREE RADICAL; HYDROGEN; HYDROXIDE; HYDROXIDE ION; OXYGEN; PHENOL DERIVATIVE; PHENOXYL RADICAL; POLYCHLORODIBENZO 4 DIOXIN; POLYCHLORODIBENZO-4-DIOXIN;

ARTICLE; CHEMISTRY; GAS; KINETICS; QUANTUM THEORY;

BENZOFURANS; CHLORINE; CHLOROPHENOLS; FREE RADICALS; GASES; HYDROGEN; HYDROXIDES; KINETICS; OXYGEN; PHENOLS; QUANTUM THEORY; TETRACHLORODIBENZODIOXIN;

EID: 44949169614     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp712168n     Document Type: Article

References (69)

1. Altarawneh, M.; Dlugogorski, B. Z.; Kennedy, E. M.; Mackie, J. C. J. Phys. Chem. A 2007, 111, 2563.
2. Wiater, I.; Born, J. G. P.; Louw, R. Eur. J. Org. Chem. 2000, 2000, 921.
3. Khachatryan, I.; Asatryan, R.; Dellinger, B. Chemosphere 2003, 52, 695.
4. Altwicker, E. R.; Milligan, M. S. Chemosphere 1993, 27, 301.
5. Altwicker, E. R. Chemosphere 1996, 33, 1897.
6. Shaub, W. M.; Tsang, W. Environ. Sci. Technol. 1983, 17, 721.
7. Evans, C. S.; Dellinger, B. Environ. Sci. Technol. 2005, 39, 122.
8. Evans, C. S.; Dellinger, B. Environ. Sci. Technol. 2006, 40, 3036.
9. Evans, C. S.; Dellinger, B. Environ. Sci. Technol. 2003, 37, 1325.
10. Lovell, A. B.; Brezinsky, K.; Glassman. I. Int. J. Chem. Kinet. 1989, 21, 547.
11. Xu, Z. F.; Lin, M. C. J. Phys. Chem. A 2006, 110, 1672.
12. Ritter, E. R.; Bozzelli, J. W.; Dean, A. M. J. Phys. Chem. 1990, 94, 2493.
13. Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
14. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B. 1988, 37, 785.
15. Lynch, B. J.; Truhlar, D. G. J. Phys. Chem. A 2001, 105, 2936.
16. Polo, V.; Kraka, E.; Cremer, D. Theor. Chem Acc. 2002, 107, 291.
17. Durant, J. L. Chem. Phys. Lett. 1996, 256, 595.
18. Eriksson, L. A.; Kryachko, E. S.; Nguyen, M. T. Int. J. Quantum Chem. 2004, 99, 841.
19. Zhao, Y.; Lynch, B. J.; Truhlaø, D. G. J. Phys. Chem. A 2004, 108, 2715.
20. Becke, A. D. J. Chem. Phys. 1996, 104, 1040.
21. Zhao, Y.; Gonzalez-Garcia, N.; Truhlar, D. G. J. Phys. Chem. A 2005, 109, 2012.
22. Montgomery, J. A.; Ochterski, J. W.; Petersson, G. A. J. Chem. Phys. 1994, 101, 5900.
23. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Batone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, revision C.02; Gaussian, Inc.; Wallingford, CT, 2004.
24. Vansteenkiste, P.; Neck, D. V.; Speybroeck, V. V.; Waroquier, M. J. Chem. Phys. 2006, 124, 044314.
25. Barker, J. R. Int. J. Chem. Kinet. 2001, 33, 232.
26. Eyring, H. J. Chem. Phys. 1935, 3, 107.
27. Wigner, E. J. Chem. Phys. 1937, 5, 720.
28. Eckart, C. Phys. Rev. 1930, 35, 1303.
29. Marcus, R. A.; Coltrin, M. E. J. Chem. Phys. 1977, 67, 2609.
30. Truhlar, D. G.; Isaacson, A. D.; Garrett, B. C. Generalized Transition State Theory. In Theory of Chemical Reaction Dynamics; Baer, M., Ed.; CRC Press: Boca Raton, FL, 1985; Vol. 4, p 65.
31. Fast, P. L.; Truhlar, D. G. J. Chem. Phys. 1998, 109, 3721.
32. Garrett, B. C.; Truhlar, D. G. J. Chem. Phys. 1979, 70, 1593.
33. Duncan, W. T.; Bell, R. L.; Truong, T. N. J. Comput. Chem. 1998, 19, 1039.
34. Le, H. T.; Flammang, R.; Gerbaux, P.; Bouchoux, G.; Nguyen, M. T. J. Phys. Chem. A 2001, 105, 11582.
35. Zhu, L.; Bozzelli, J. W. J. Phys. Chem. A 2003, 107, 3696.
36. Carlson, G. L.; Fateley, W. G.; Manocha, A. S.; Bentley, F. F. J. Phys. Chem. 1972, 76, 1553.
37. Omi, T.; Shitomi, H.; Sekiya, N.; Takazawa, K.; Fujii, M. Chem. Phys. Lett. 1996, 252, 287.
38. Shin, D. N.; Hahn, J. W.; Jung, K.; Ha, T. J. Raman. Spectrosc 1998, 29, 245.
39. da Silva, G.; Chen, C.-C.: Bozzelli, J. W. Chem. Phys. Lett. 2006, 424, 42.
40. He, Y. Z.; Mallard, W. G.; Tsang, W. J. Phys. Chem. 1988, 92, 2196.
41. Afeefy, H. Y.; Liebman, J. F.; Stein, S. E. Neutral Thermochemical Data. In NIST Chemistry WebBook, NIST Standard Reference Database; Linstrom, P. J., Mallard, W. G., Ed.; National Institute of Standards and Technology: Gaithersburg, MD, 2005; http://webbook.nist.gov., 2005; Vol. 69.
42. Rao, V. S.; Skinner, G. B. J. Phys. Chem. 1988, 92, 2442.
43. Brezinsky, K.; Pecullan, M.; Glassman, I. J. Phys. Chem. A 1998, 102, 8614.
44. Manion, J. A.; Louw, R. J. Phys. Chem. 1989, 93, 3563.
45. Han, J.; Deming, R. L.; Tao, F.-M. J. Phys. Chem. A 2004, 108, 7736.
46. Koll, A.; Parasuk, V.; Parasuk, W.; Karpfen, A.; Wolschann, P. J. Mol. Struct: THEOCHEM 2004, 700, 81.
47. Sanots, R. M. B.; Simoes, J. A. M. J. Phys. Chem. Ref. Data 1998, 27, 707.
48. Mvula, E.; Schuchmann, M. N.; Sonntag, C. J. Chem. Soc., Perkin Trans. 2001, 2, 264.
49. Bonin, J.; Janik, I.; Janik, D.; Bartels, D. M. J. Phys. Chem. A 2007, 111, 1869.
50. Bansal, K. M.; Henglein, A. J. Phys. Chem. 1974, 78, 160.
51. Brendt, T.; Boge, O. Phys. Chem. Chem. Phys. 2003, 5, 342.
52. Atkinson, R.; Aschmann, S. M.; Arey, J. Environ. Sci. Technol. 1992, 26, 1397.
53. Olariu, R. I.; Klotz, B.; Barnes, I.; Becker, K. H.; Mocanu, R. Atmos. Environ. 2002, 36, 3685.
54. Knispel, R.; Koch, R.; Siese, M.; Zetzsch, C. Ber. Bunsen-Ges. Phys. Chem. 1990, 94, 1375.
55. Raghavan, N. V.; Steenken, S. J. Am. Chem. Soc. 1980, 102, 3495.
56. Lundqvist, M. J.; Eriksson, L. A. J. Phys. Chem. B 2000, 104, 848.
57. Chen, C.-C.; Bozzelli, J. W.; Farrell, J. T. J. Phys. Chem. A 2004, 108, 4632.
58. García-Cruz, I.; Castro, M.; Vivier-Bunge, A. J. Comput. Chem. 2000, 21, 716.
59. Fan, J.; Zhang, R. J. Phys. Chem. A 2006, 110, 7728.
60. Lee, J. E.; Choi, W.; Mhin, B. J.; Balasubramanian, K. J. Phys. Chem. A 2004, 108, 607.
61. Atkinson, R. Phys. Chem. Ref. Data. Monogr. 1989, 1, 1.
62. Procaccini, C.; Bozzelli, J. W.; Longwell, J. P.; Sarofim, A. F.; Smith, K. A. Environ. Sci. Technol. 2003, 37, 1684.
63. Platz, J.; Nielsen, O. J.; Wallington, T. J.; Ball, J. C.; Hurley, M. D.; Straccia, A. M.; Schneider, W. F.; Sehested, J. J. Phys. Chem. A 1998, 102, 7964.
64. Fox, T.; Kollman, P. A. J. Phys. Chem. 1996, 100, 2950.
65. Francisco, J. Combust Flame 1999, 119, 312.
66. Abou-Rachid, H.; Bonneviot, L.; Xu, G.; Kaliaguine, S. J. Mol. Struct.: THEOCHEM 2003, 621, 293.
67. Bogdanchikov, G. A.; Baklanov, A. V.; Parker, D. H. Chem. Phys. Lett. 2004, 385, 486.
68. Emdee, J. L.; Brezinsky, K.; Glassman, I. J. Phys. Chem. 1992, 96, 2151.
69. Oehlschlaeger, M. A.; Davidson, D. F.; Hanson, R. K. Combust. Flame 2006, 147, 195.