Effects of olefin group and its position on the kinetics for intramolecular H-shift and HO2 elimination of alkenyl peroxy radicals

Journal of Physical Chemistry A

Volumn 115, Issue 5, 2011, Pages 655-663

  Zhang, Feng ^a   Dibble, Theodore S ^a  

^a STATE UNIVERSITY OF NEW YORK   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENYL; AUTO-IGNITION; BIO-DIESEL FUEL; CBS-QB3; INTERNAL-ROTOR; PARTITION FUNCTIONS; PEROXY RADICALS; PRESSURE DEPENDENCE; SHIFT-AND; TEMPERATURE DEPENDENCE; TRANSITION STATE THEORIES; TUNNELING EFFECTS; UNIMOLECULAR REACTIONS;

CHEMICAL REACTIONS; FUNCTIONAL GROUPS; OLEFINS; ROTORS; SYNTHETIC FUELS;

RATE CONSTANTS;

ALKENE; HYDROGEN; PERHYDROXYL RADICAL; PEROXIDE;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; COMPUTER SIMULATION; ENERGY TRANSFER; KINETICS; PRESSURE; QUANTUM THEORY; TEMPERATURE; TRANSPORT AT THE CELLULAR LEVEL;

ALKENES; BIOLOGICAL TRANSPORT; COMPUTER SIMULATION; ENERGY TRANSFER; HYDROGEN; KINETICS; MODELS, CHEMICAL; PEROXIDES; PRESSURE; QUANTUM THEORY; TEMPERATURE;

EID: 79851491075     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp1111839     Document Type: Article

References (68)

1. Agarwal, K. Prog. Energy Combust. Sci. 2007, 33, 233.
2. Risher, J. F.; Rhodes, S. W. Toxicological profile for fuel oils, U. S. Department of Heath and Human Services, Agency for Toxic Substances and Disease Registry, June 1995.
3. Van Gerpen, J. The Basics of Diesel Engines and Diesel Fuels. In the Biodiesel Handbook; Knothe, G, Van Gerpen, J., Krahl, J., Eds.; AOCS Press: Champaign, IL, 2005 (http://www.uidaho.edu/bioenergy/BiodieselEd/publication/03. pdf).
4. Benson, S. W. Prog. Energy Combust. Sci. 1981, 7, 125.
5. Compton, R. G.; Hancock, G.; Pilling, M. J. Comprehensive Chemical Kinetics: Low-Temperature Combustion and Autoignition; Elsevier Science: Amsterdam, 1997.
6. Hayes, C. J.; Merle, J. K.; Hadad, C. M. Adv. Phys. Org. Chem. 2008, 43, 79.
7. Buda, F.; Bounaceur, R.; Warth, V.; Glaude, P. A.; Fournet, R.; Battin-Leclerc, F. Combust. Flame 2005, 142, 170.
8. Suzaki, K.; Kanno, N.; Tonokura, K.; Koshi, M.; Tsuchiya, K.; Tezaki, A. Chem. Phys. Lett. 2006, 425, 179.
9. Baldwin, R. R.; Pickering, I. A.; Walker, R. W. J. Chem. Soc, Faraday Trans. 1 1980, 76, 2374.
10. Wagner, A. F.; Slagle, I. R.; Sarzynski, D.; Gutman, D. J. Phys Chem. 1990, 94, 1853.
11. Pilling, M. J.; Robertson, S. H.; Seakins, P. W. J. Chem. Soc, Faraday Trans. 1995, 91, 4179.
12. Hunter, T. B.; Litzinger, T. A.; Wang, H.; Frenklach, M. Combust. Flame 1996, 104, 505.
13. Clifford, E. P.; Farrell, J. T.; De Sain, J. D.; Taatjes, C. A. J. Phys. Chem. A 2000, 104, 11549.
14. Rienstra-Kiracofe, J. C.; Allen, W. D.; Schaefer, H. F., III. J. Phys. Chem. A 2000, 104, 9823.
15. Kaiser, E. W. J. Phys. Chem. A 2002, 106, 1256.
16. Naik, C. V.; Dean, A. M. Combust. Flame 2006, 145, 16.
17. Wilke, J. J.; Allen, W. D.; Schaefer, H. F., III. J. Chem. Phys. 2008, 128, 074308.
18. Miller, J. A.; Klippenstein, S. J.; Robertson, S. H. Proc. Combust. Inst. 2000, 28, 1479.
19. Miller, J. A.; Klippenstein, S. J. Int. J. Chem. Kinet. 2001, 33, 654.
20. Sheng, C. Y.; Bozzelli, J. W.; Dean, A. M.; Chang, A. Y. J. Phys. Chem. A 2002, 106, 7276.
21. Blanksby, S. J.; Ramond, T. M.; Davico, G. E.; Nimlos, M. R.; Kato, S.; Bierbaum, V. M.; Lineberger, W. C.; Ellison, G. B.; Okumura, M. J. Am. Chem. Soc. 2001, 123, 9585.
22. De Sain, J. D.; Clifford, E. P.; Taatjes, C. A. J. Phys. Chem. A 2001, 105, 3205.
23. De Sain, J. D.; Taatjes, C. A.; Miller, J. A.; Klippenstein, S. J.; Hahn, D. K. Faraday Discuss. 2001, 119, 101.
24. De Sain, J. D.; Klippenstein, S. J.; Miller, J. A.; Taatjes, C. A. J. Phys. Chem. A 2003, 107, 4415.
25. Estupiñán, E. G.; Klippenstein, S. J.; Taatjes, C. A. J. Phys. Chem. B 2005, 109, 8374.
26. Huang, H.; Merthe, D. J.; Zádor, J.; Jusinski, L. E.; Taatjes, C. A. Proc. Combust. Inst. 2011, 33, 293-299.
27. Taatjes, C. A J. Phys. Chem. A 2006, 110, 4299.
28. Merle, J. K.; Hayes, C. J.; Zalyubovsky, S. J.; Glover, B. G.; Miller, T. A.; Hadad, C. M. J. Phys. Chem. A 2005, 109, 3637.
29. Zhu, L.; Bozzelli, J. W.; Kardos, L. M. J. Phys. Chem. A 2007, 111, 6361.
30. Westbrook, C. K.; Pitz, W. J.; Boercjerm, J. E.; Curran, H. J.; Griffiths, J. F.; Mohamed, C.; Ribaucour, M. Proc. Combust. Inst. 2002, 29, 1311.
31. Glaude, P. A.; Conraud, V.; Fournet, R.; Battin-Leclerc, F.; Come, G. M.; Scachi, G.; Dagaut, P.; Cathonnet, M. Energy Fuels 2002, 16, 1186.
32. Sharma, S.; Raman, S.; Green, W. H. J. Phys. Chem. A 2010, 1114, 5689.
33. Davis, A. C.; Francisco, J. S. J. Phys. Chem. A 2010, 114, 11492.
34. Lee, J.; Bozzelli, J. W. Proc. Combust. Inst. 2005, 30, 1015.
35. Miyoshi, A Int. J. Chem. Kinet. 2010, 42, 273.
36. Bounaceur, R.; Warth, V.; Sirjean, B.; Glaude, P. A.; Fournet, R.; Battin-Leclerc, F. Proc. Combust. Inst. 2009, 32, 387.
37. Firestone, D. Physical and Chemical Characteristics of Oils, Fats, and Waxes, 2nd ed.; AOCS Press: Washingotn, DC, 2006.
38. Mehl, M.; Vanhove, G.; Pitz, W. J.; Ranzi, E. Combust. Flame 2008, 155, 756.
39. Viskolcz, B.; Lendvay, G.; Seres, L. J. Phys. Chem. A 1997, 101, 7119.
40. Chan, W.-T.; Hamilton, I. P.; Pritchard, H. O. J. Chem. Soc., Faraday Trans. 1998, 94, 2303.
41. Spartan'08; Wavefunction: Irvine, CA, 2006-2009.
42. Zhao, Y.; Truhlar, D. G. J. Phys. Chem. A 2008, 112, 1095.
43. Zhao, Y.; Truhlar, D. G. J. Phys. Chem. A 2005, 109, 5656.
44. Zhao, Y.; Truhlar, D. G. Acc. Chem. Res. 2008, 41, 157.
45. Montgomery, J. A., Jr.; Frisch, M. J.; Ochterski, J. W.; Petersson, G. A. J. Chem. Phys. 1999, 110, 2822.
46. Carstensen, H.-H.; Naik, C. V.; Dean, A. M. J. Phys. Chem. A 2005, 109, 2264.
47. Peeters, J.; Nguyen, T. L.; Vereecken, L. Phys. Chem. Chem. Phys. 2009, 11, 5935.
48. Da Silva, G.; Graham, C.; Wang, Z. F. Environ. Sci. Technol. 2010, 44, 250.
49. Scott, A. P.; Radom, L. J. Phys. Chem. 1996, 100, 16502.
50. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H. P.; Izmaylov, A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery, J. A., Jr.; Peralta, J. E.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Brothers, E.; Kudin, K. N.; Staroverov, V. N.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, J. M.; Klene, M.; Knox, J. E.; 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.; Martin, R. L.; Morokuma, K.; Zakrzewski, V. G.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Dapprich, S.; Daniels, A. D.; Farkas, Ö.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. Gaussian 09, Revision A.1; Gaussian: Wallingford, CT, 2009.
51. Lewis, F. D.; Weitz, E. Acc. Chem. Res. 1985, 18, 188.
52. Gilbert, R. G.; Smith, S. C.; Jordan, M. J. T. UNIMOL Program Suit; School of Chemistry, Sydney University: Sydney, Australia, 1993.
53. Miyoshi, A. UNIMOL package, http://www.frad.t.u-tokyo.ac.jp/~miyoshi/ ssumes/index.html.
54. Miyoshi, A. GPOP package is available at http://www.frad.t.u-tokyo.ac.jp/ ~miyoshi/gpop/.
55. Gilbert, R. G.; Smith, S. C. Theory of Unimolecular and Recombination Reactions; Blackwell: Oxford, U. K., 1990.
56. Reid, R. C.; Sherwood, T. K. The Properties of Gases and Liquids: Their Estimation and Correlation; McGraw-Hill: New York, 1958.
57. CRC Handbook of Chemistry and Physics, 90th ed.; 2009-2010 (http://www.hbcpnetbase.com/).
58. Eckart, C. Phys. Rev. 1930, 35, 1303.
59. Garett, B. C.; Truhlar, D. G. J. Phys. Chem. 1979, 83, 2921.
60. Pitzer, K. S.; Gwinn, W. D. J. Chem. Phys. 1942, 10, 428.
61. Vereecken, L.; Nguyen, T. L.; Hermans, I.; Peeters, J. Chem. Phys. Lett. 2004, 393, 432.
62. Razavy, M. Quantum Theory of Tunneling World; Scientific: Singapore, 2003.
63. Merrick, J. P.; Morgan, D.; Radom, L. J. Phys. Chem. A 2007, 111, 11683.
64. Miller, J. A.; Kliipenstein, S. J. J. Phys. Chem. A 2006, 110, 10528.
65. Kliipenstein, S. J.; Miller, J. A. J. Phys. Chem. A 2002, 106, 9267.
66. Hirschfelder, J. O.; Wigner, E. J. Chem. Phys. 1939, 7, 616.
67. Isaacson, A. D.; Truhlar, D. G.; Rai, S. N.; Steckler, R.; Hancock, G. C.; Garrett, B. C.; Redmon, M. J. Comput. Phys. Commun. 1987, 47, 91.
68. Peles, D. N.; Thoburn, J. D. J. Org. Chem. 2008, 73, 3135.