Isomerization as a key path to molecular products in the gas-phase decomposition of halons

Journal of Physical Chemistry Letters

Volumn 1, Issue 20, 2010, Pages 3090-3095

  Kalume, Aimable ^a   George, Lisa ^a   Reid, Scott A ^a  

^a Marquette University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BOND FISSIONS; CALCULATIONS AND MODELING; CONDENSED PHASIS; GAS PHASE CHEMISTRY; GAS-PHASE DECOMPOSITION; HALOGEN BONDS; ISOMERIZATION PATHWAYS; PRIMARY RADICALS; REACTIVE INTERMEDIATE; TRANSITION STATE; UNIMOLECULAR DECOMPOSITIONS;

DECOMPOSITION; ISOMERIZATION;

ISOMERS;

EID: 77958506618     PISSN: None     EISSN: 19487185     Source Type: Journal    
DOI: 10.1021/jz101250s     Document Type: Article

References (49)

1. Solomon, S.; Portmann, R. W.; Thompson, D. W. J. Contrasts Between Antarctic and Arctic Ozone Depletion Proc. Natl. Acad. Sci. U.S.A. 2007, 104, 445-449
2. 2: Quantum Chemical Computations of Heats of Formation of Fluorinated Methanes, Methyls, and Carbenes J. Phys. Chem. A 2000, 104, 11212-11219
3. Zheng, X.; Fang, W. H.; Phillips, D. L. Transient Resonance Raman Spectroscopy and Density Functional Theory Investigation of Iso-polyhalomethanes Containing Bromine and/or Iodine Atoms J. Chem. Phys. 2000, 113, 10934
4. 2O J. Chem. Phys. 2003, 119, 4671-4681
5. 2OH product J. Chem. Phys. 2004, 120, 3323-3332
6. Kwok, W. M.; Zhao, C.; Li, Y.-L.; Guan, X.; Wang, D.; Phillips, D. L. Water-Catalyzed Dehalogenation Reactions of Isobromoform and Its Reaction Products J. Am. Chem. Soc. 2004, 126, 3119-3131
7. Phillips, D. L.; Fang, W. H.; Zheng, X.; Li, Y. L.; Wang, D.; Kwok, W. M. Isopolyhalomethanes: Their Formation, Structures, Properties and Cyclopropanation Reactions with Olefins Curr. Org. Chem. 2004, 8, 739-755
8. 2 in Methanol: O-H Insertion and HI Elimination Reactions to Form a Dimethoxymethane Product J. Phys. Chem. A 2005, 109, 1247-1256
9. 2X-X (X = Cl, Br, I) Isopolyhalomethanes with Water Res. Chem. Intermed. 2005, 31, 557-565 (Pubitemid 41373697)
10. 2X-I, where X = Cl, Br, I) with Water and the Dehalogenation of Dihalomethanes in Water-Solvated Environments J. Phys. Chem. A 2005, 109, 981-998
11. 3OH Mol. Simul. 2005, 31, 483-488
12. 2-I Photoproduct ChemPhysChem 2009, 10, 1895-1900
13. Maier, G.; Reisenauer, H. P. Photoisomerization of Dihalomethanes Angew. Chem., Int. Ed. Engl. 1986, 25, 819-822
14. Maier, G.; Reisenauer, H. P.; Hu, J.; Schaad, L. J.; Hess, B. A. Photochemical Isomerization of Dihalomethanes in Argon Matrixes J. Am. Chem. Soc. 1990, 112, 5117-5122
15. Maier, G.; Reisenauer, H. P.; Hu, J.; Hess, B. A.; Schaad, L. J. Photoisomerization of Tetrachloromethane in an Argon Matrix Tetrahedron Lett. 1989, 30, 4105-4108
16. 4 J. Phys. Chem. A 2004, 108, 384-391
17. 3: An Experimental and Computational Study J. Phys. Chem. A 2003, 107, 19-24
18. 2 J. Chem. Phys. 2009, 132, 124501
19. 2 Photolysis J. Chem. Phys. 2010, 132, 084503
20. 3 J. Chem. Phys. 1981, 75, 148-158
21. 2 J. Chem. Phys. 1982, 77, 5977-5989
22. Rayner, D. M.; Kimel, S.; Hackett, P. A. On the Source of Difluorocarbene in IRMPD (Infrared Multiphoton Dissociation) of Dichlorodifluoromethane Chem. Phys. Lett. 1983, 96, 678-680
23. Wollbrandt, J.; Strube, W.; Rossberg, M.; Linke, E. Determination of the Density of IRMPD-Generated Radicals by Transmission and LIF Measurements Spectrochim. Acta, Part A 1990, 46A, 475-477
24. Zitter, R. N.; Lau, R. A.; Wills, K. S. Infrared Laser Induced Reaction of Dichlorodifluoromethane J. Am. Chem. Soc. 1975, 97, 2578-2579
25. 2 J. Phys. Chem. 1995, 99, 8673-8680
26. Note that the transition state for isomerization can be considered as an asymmetric three-centered transition state.
27. 2 - An Ab initio Configuration-Interaction Study J. Mol. Chem.: THEOCHEM 1985, 24, 329-342
28. Mokrushin, V.; Bedanov, V.; Tsang, W.; Zachariah, M.; Knyasev, V. CHEMRATE: A Calculational Database for Unimolecular Reactions, 1.5.8; National Institute of Standards and Technology: Gaithersburg, MD, 2009.
29. Khundkar, L. R.; Marcus, R. A.; Zewail, A. H. Unimolecular Reactions at Low Energies and Rrkm Behavior - Isomerization and Dissociation J. Phys. Chem. 1983, 87, 2473-2476
30. Smith, G. P.; Manion, J. A.; Rossi, M. J.; Rodgers, A. S.; Golden, D. M. Relationship Between Bond Dissociation Energies and Activation Energies for Bond Scission Reactions Int. J. Chem. Kinet. 1994, 26, 211
31. 2 (2); A Modified Gorin Model Transition State Int. J. Chem. Kinetics 1978, 10
32. Sinha, P.; Boesch, S. E.; Gu, C. M.; Wheeler, R. A.; Wilson, A. K. Harmonic Vibrational Frequencies: Scaling Factors for HF, B3LYP, and MP2 Methods in Combination with Correlation Consistent Basis Sets J. Phys. Chem. A 2004, 108, 9213-9217
33. Sudbo, A. S.; Schulz, P. A.; Grant, E. R.; Shen, Y. R.; Lee, Y. T. Simple Bond Rupture Reactions in Multiphoton Dissociation of Molecules J. Chem. Phys. 1979, 70, 912-929
34. 2 J. Chem. Phys. 1978, 69, 1485-1492
35. 2 J. Chem. Phys. 1994, 101, 9681-9690
36. Cota, G. F.; Sturges, W. T. Biogenic Bromine Production in the Arctic Mar. Chem. 1997, 56, 181-192
37. Class, T.; Kohnle, R.; Ballschmiter, K. Chemistry of Organic Traces in Air 0.7. Bromochloromethanes and Bromochloromethanes in Air over the Atlantic-Ocean Chemosphere 1986, 15, 429-436
38. Sturges, W. T.; Oram, D. E.; Carpenter, L. J.; Penkett, S. A.; Engel, A. Bromoform as a Source of Stratospheric Bromine Geophys. Res. Lett. 2000, 27, 2081-2084
39. Barrie, L. A.; Bottenheim, J. W.; Schnell, R. C.; Crutzen, P. J.; Rasmussen, R. A. Ozone Destruction and Photochemical-Reactions at Polar Sunrise in the Lower Arctic Atmosphere Nature 1988, 334, 138-141
40. Schauffler, S. M.; Atlas, E. L.; Flocke, F.; Lueb, R. A.; Stroud, V.; Travnicek, W. Measurements of Bromine Containing Organic Compounds at the Tropical Tropopause Geophys. Res. Lett. 1998, 25, 317-320
41. Dvortsov, V. L.; Geller, M. A.; Solomon, S.; Schauffler, S. M.; Atlas, E. L.; Blake, D. R. Rethinking Reactive Halogen Budgets in the Midlatitude Lower Stratosphere Geophys. Res. Lett. 1999, 26, 1699-1702
42. Peterson, K. A.; Francisco, J. S. Should Bromoform Absorb at Wavelengths Longer than 300 nm? J. Chem. Phys. 2002, 117, 6103-6107
43. Xu, D. D.; Francisco, J. S.; Huang, J.; Jackson, W. M. Ultraviolet Photodissociation of Bromoform at 234 and 267 nm by Means of Ion Velocity Imaging J. Chem. Phys. 2002, 117, 2578-2585
44. 2 in 248 nm Photolysis of Bromoform Probed by Using Cavity Ring-down Absorption Spectroscopy J. Chem. Phys. 2004, 121, 5253-5260
45. 3 J. Phys. Chem. A 2000, 104, 10085-10091
46. Zou, P.; Shu, J. N.; Sears, T. J.; Hall, G. E.; North, S. W. Photodissociation of Bromoform at 248 nm: Single and Multiphoton Processes J. Phys. Chem. A 2004, 108, 1482-1488
47. 2) at Near-Ultraviolet Wavelengths J. Phys. Chem. A 2010, 114, 4785-4790
48. Frisch, M. J.; et al. GAUSSIAN 09, revision A1; Gaussian, Inc.: Wallingford, CT, 2009.
49. Gordon, M. S.; Schmidt, M. W., Advances in Electronic Structure Theory: GAMESS a Decade Later. In Theory and Applications of Computational Chemistry: The First Forty Years; Dykstra, C. E.; Frenking, G.; Kim, K. S.; Scuseria, G. E., Eds.; Elsevier: Amsterdam, The Netherlands, 2005; pp 1167 - 1189.