Combustion and atmospheric oxidation of hydrocarbons: Theoretical study of the methyl peroxyl self-reaction

Journal of Chemical Physics

Volumn 118, Issue 23, 2003, Pages 10575-10583

  Ghigo, Giovanni ^a   Maranzana, Andrea ^a   Tonachini, Glauco ^a  

^a UNIVERSITY OF TURIN   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; COMBUSTION; DISSOCIATION; GROUND STATE; LOW TEMPERATURE EFFECTS; NITROGEN OXIDES; OXIDATION; PERTURBATION TECHNIQUES; PHASE TRANSITIONS;

ATMOSPHERIC OXIDATION; INTERSYSTEM CROSSING; METHYL PEROXYL SELF REACTION; PEROXYL RADICALS; SPIN MULTIPLICITY;

HYDROCARBONS;

EID: 0038480667     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.1574316     Document Type: Article

References (57)

1. (a) R. Lesclaux, in Peroxyl Radicals, edited by Z. B. Alfassi (Wiley, New York, 1997), Chap. 6
2. (b) T. J. Wallington and O. J. Nielsen, Ibid., Chap. 15.
3. B. J. Finlayson-Pitts and J. N. Pitts, Jr., Chemistry of the Upper and Lower Atmosphere (Academic, New York, 2000), Chap. 6.
4. G. A. Russell, J. Am. Chem. Soc. 79, 3871 (1957).
5. (a) J. A. Howard and K. U. Ingold, J. Am. Chem. Soc. 90, 1056 (1968)
6. (b) J. A. Howard and K. U. Ingold, J. Am. Chem. Soc. 90, 1058 (1968).
7. T. J. Wallington, P. Dagaut, and M. J. Kurylo, Chem. Rev. 92, 667 (1992).
8. J. E. Bennet and J. A. Howard, J. Am. Chem. Soc. 95, 4008 (1973).
9. B. Plesnicar, in Organic Peroxides, edited by W. Ando (Wiley, New York, 1992), pp. 491-494, 526, 527.
10. P. D. Lightfoot, R. Lesclaux, and B. Veyret, J. Phys. Chem. 94, 700 (1990).
11. O. Horie, J. N. Crowley, and G. K. Moortgart, J. Phys. Chem. 94, 8198 (1990).
12. Q. Niu and G. D. Mendenhall, J. Am. Chem. Soc. 112, 1656 (1990)
13. Q. Niu and G. D. Mendenhall, J. Am. Chem. Soc. 112, 1657 (1990).
14. P. Ase, W. Bock, and A. Snelson, J. Phys. Chem. 90, 2099 (1986).
15. J. R. Kanofsky, J. Org. Chem. 51, 3386 (1986).
16. S. P. Sander and R. T. Watson, J. Phys. Chem. 85, 2960 (1981).
17. M. Nakano, K. Takayama, Y. Shimizu, Y. Tsuji, H. Inaba, and T. Migita, J. Am. Chem. Soc. 98, 1974 (1976).
18. S.-H. Lee and G. D. Mendenhall, J. Am. Chem. Soc. 112, 1656 (1990).
19. H. B. Schlegel, in Computational Theoretical Organic Chemistry, edited by I. G. Csizsmadia and R. Daudel (Reidel, Dordrecht, 1981), pp. 129-159
20. H. B. Schlegel, J. Chem. Phys. 77, 3676 (1982)
21. H. B. Schlegel, J. S. Binkley, and J. A. Pople, ibid. 80, 1976 (1984)
22. H. B. Schlegel, J. Comput. Chem. 3, 214 (1982).
23. B. O. Roos, in Ab Initio Methods in Quantum Chemistry-II, edited by K. P. Lawley (Wiley, New York, 1987)
24. D. Hegarty and M. A. Robb, Mol. Phys. 38, 1795 (1979)
25. M. A. Robb and R. H. A. Eade, NATO Adv. Study Inst. Ser., Ser. C 67, 21 (1981).
26. W. J. Hehre, R. Ditchfield, and J. A. Pople, J. Chem. Phys. 56, 2257 (1972)
27. P. C. Hariharan and J. A. Pople, Theor. Chim. Acta 28, 213 (1973)
28. T. Clark, J. Chandrasekhar, G. Spitznagel, and P. v. R. Schleyer, J. Comput. Chem. 4, 294 (1983)
29. M. J. Frisch, J. A. Pople and J. S. Binkley, J. Chem. Phys. 80, 3265 (1984).
30. B. O. Roos, K. Andersson, M. P. Fülscher, P.-Å. Malmqvist, L. Serrano-Andres, K. Pierloot, and M. Mercham, Adv. Chem. Phys. 93, 219 (1996)
31. K. Andersson, P.-Å. Malmqvist, and B. O. Roos, J. Chem. Phys. 96, 1218 (1992).
32. C. Gonzalez and H. B. Schlegel, J. Chem. Phys. 90, 2154 (1989)
33. C. Gonzalez and H. B. Schlegel, J. Phys. Chem. 94, 5523 (1990), and references therein.
34. Reaction enthalpies were computed as outlined, for instance, in J. B. Foresman, and Æ. Frisch, Exploring Chemistry with Electronic Structure Methods (Gaussian, Inc., Pittsburgh, PA, 1996), pp. 166-168
35. D. A. McQuarrie, Statistical Thermodynamics (Harper and Row, New York, 1973), Chap. 8.
36. G. A. Petersson, T. G. Tensfeldt, and J. A. Montgomery, Jr., J. Chem. Phys. 94, 6091 (1991)
37. J. W. Ochterski, G. A. Petersson, and J. A. Montgomery, Jr., ibid. 104, 2598 (1996), and references therein.
38. L. A. Curtiss, K. Raghavachari, G. W. Trucks, and J. A. Pople, J. Chem. Phys. 94, 7221 (1991).
39. M. J. Frisch, G. W. Trucks, H. B. Schlegel et al., Gaussian98, Gaussian, Inc., Pittsburgh, PA, 1998.
40. MOLCAS 4: K. Andersson, M. R. A. Blomberg, M. P. Fülscher, K. Karlström, R. Lindh, P.-Å. Malmqvist, P. Neogrädy, J. Olsen, B. O. Roos, A. J. Sadlej, M. Schütz, L. Seijo, L. Serrano-Andrés, P. E. M. Siegbahn, and P.-O. Windmark. Molcas Version 4 (University of Lund, Sweden, 1997).
41. MOLDEN: G. Schaftenaar and J. H. Noordik, J. Comput.-Aided Mol. Design 14, 123 (2000).
42. E. Henon, F. Bohr, A. Chakir, and J. Brion, Chem. Phys. Lett. 264, 557 (1997).
43. W. Koch and M. C. Holthausen, A Chemist's Guide to Density Functional Theory (Wiley VCH, Weinheim, 2000), Chaps. 8, 9, and 13.
44. R. Seeger and J. A. Pople, J. Chem. Phys. 66, 3045 (1977).
45. R. Bauernschmitt and R. Ahlrichs, J. Chem. Phys. 104, 9047 (1996).
46. H. B. Schlegel and J. J. McDouall, in Computational Advances in Organic Chemistry, edited by C. Ogretir and I. G. Csizmadia (Kluwer Academic, Dondrecht, 1991), p. 167.
47. A. Maranzana, G. Ghigo, and G. Tonachini, J. Am. Chem. Soc. 122, 1414 (2000)
48. F. Motta, Tesi di Laurea, Università di Torino, 2000
49. A. Maranzana, G. Ghigo, and G. Tonachini, Chem. Eur. J. (in press).
50. As already noted in these previous studies, unrestricted DFT (UDFT) calculations on diradicals, diradicaloid structures, homolysis processes, and radical coupling converge on incorrect closed-shell type solutions, with zero spin densities. To get a qualitatively correct picture in terms of nonzero spin densities, the UDFT monodeterminantal wave function has to be handled in a way already described, and the energy values so obtained need to be refined by using the formula suggested by Yamaguchi: S. Yamanaka, T. Kawakami, K. Nagao, and K. Yamaguchi, Chem. Phys. Lett. 2313, 25 (1994)
51. K. Yamaguchi, F. Jensen, A. Dorigo, and K. N. Houk, ibid, 149, 537 (1988).
52. C. J. Cramer, F. J. Dulles, G. J. Giesen, and J. Almlöf, Chem. Phys. Lett. 245, 165 (1995)
53. E. Goldstein, B. Beno, and K. N. Houk, J. Am. Chem. Soc. 118, 6036 (1995).
54. -1, at the CAS(16.12)-PT2/6-311G(2df,p)//CAS(8,8)/6-311G(d,p) level.
55. T. P. W. Jungkamp and J. H. Seinfeld, Chem. Phys. Lett. 257, 15 (1996)
56. T. P. W. Jungkamp and J. H. Seinfeld, Chem. Phys. Lett. 259, 683 (1996)
57. T. P. W. Jungkamp and J. H. Seinfeld, Chem. Phys. Lett. 263, 371 (1996).