Atmospheric gas phase chemistry of CH2=NH and HNC. A first-principles approach

Journal of Physical Chemistry A

Volumn 118, Issue 28, 2014, Pages 5279-5288

  Bunkan, Arne Joakim C ^a   Tang, Yizhen ^b   Sellevåg, Stig R ^a   Nielsen, Claus J ^a  

^a UNIVERSITY OF OSLO   (Norway)

^b QINGDAO TECHNOLOGICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

GASES; NUMERICAL METHODS; OXIDATION; PERTURBATION TECHNIQUES; QUANTUM CHEMISTRY;

ATMOSPHERIC CONDITIONS; ATMOSPHERIC DEGRADATION; COUPLED-CLUSTER THEORY; FIRST-PRINCIPLES APPROACHES; HYDROGEN ABSTRACTION; MASTER EQUATION MODELING; QUANTUM-CHEMICAL METHODS; TEMPERATURE AND PRESSURES;

CALCULATIONS;

EID: 84904569810     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp5049088     Document Type: Article

References (60)

1. 2Chem. Phys. Lett. 1979, 67, 57-62
2. Nielsen, C. J.; D'Anna, B.; Karl, M.; Aursnes, M.; Boreave, A.; Bossi, R.; Bunkan, A. J. C.; Glasius, M.; Hansen, A.-M. K.; Hallquist, M., Summary Report: Photo-Oxidation of Methylamine, Dimethylamine and Trimetahylamine; Climit Project No. 201604; NILU OR 2/2011, ISBN 978-82-425-2357-0; NILU: 2011.
3. Nielsen, C. J.; D́Anna, B.; Bossi, R.; Bunkan, A. J. C.; Dithmer, L.; Glasius, M.; Hallquist, M.; Hansen, A. M. K.; Lutz, A.; Salo, K., Atmospheric Degradation of Amines (Ada); University of Oslo: Oslo, 2012; ISBN 978-82-992954-7-5, http://urn.nb.no/URN:NBN:no-30510.
4. Nielsen, C. J.; Herrmann, H.; Weller, C. Atmospheric Chemistry and Environmental Impact of the Use of Amines in Carbon Capture and Storage (CCS) Chem. Soc. Rev. 2012, 41, 6684-6704
5. Layer, R. W. Chemistry of Imines Chem. Rev. 1963, 63, 489-510
6. Gowenloc, B. G.; Thomas, K. E. Gaseaous Equilibrium of 1,3,5-Triazine and N-Methylenemethylamine J. Chem. Soc. B 1966, 409-410
7. 3with Amines and Related Compounds Res. Chem. Intermediat. 1994, 20, 303-320
8. Lazarou, Y. G.; Papagiannakopoulos, P. Kinetic Studies of the Reactions of Atomic Chlorine with N-Methylmethylenimine and 1,3,5-Trimethylhexahydro-1,3, 5-Triazine J. Phys. Chem. 1993, 97, 4468-4472
9. 6J. Phys. Chem. 1996, 100, 9788-9793 (Pubitemid 126788710)
10. Teslja, A.; Nizamov, B.; Dagdigian, P. J. The Electronic Spectrum of Methyleneimine J. Phys. Chem. A 2004, 108, 4433-4439
11. Nguyen Minh, T.; Sengupta, D.; Ha, T.-K. Another Look at the Decomposition of Methyl Azide and Methanimine: How Is HCN Formed? J. Phys. Chem. 1996, 100, 6499-503 (Pubitemid 126790369)
12. Darwich, C.; Elkhatib, M.; Steinhauser, G.; Delalu, H. Chlorine-Atom Transfer Reactions between Chloramine (=Chloramide) and Piperidine: Kinetic Reactivity and Characterization in a Raschig Medium Helv. Chim. Acta 2009, 92, 98-111
13. 2O and HCN J. Atmos. Chem. 1995, 22, 319-346 (Pubitemid 26444776)
14. Werner, H.-J.; Knowles, P. J.; Knizia, G.; Manby, F. R.; Schuetz, M. Molpro: A General-Purpose Quantum Chemistry Program Package Wiley Interdisciplinary Reviews-Computational Molecular Science 2012, 2, 242-253
15. Werner, H.-J.; Knowles, P. J.; Knizia, G.; Manby, F. R.; Schütz, M.; Celani, P.; Korona, T.; Lindh, R.; Mitrushenkov, A.; Rauhut, G., Molpro, version 2012.1, a Package of Ab Initio Programs, 2012.
16. Dunning, T. H., Jr. Gaussian Basis Sets for Use in Correlated Molecular Calculations. I. The Atoms Boron through Neon and Hydrogen J. Chem. Phys. 1989, 90, 1007-23
17. Kendall, R. A.; Dunning, T. H., Jr.; Harrison, R. J. Electron Affinities of the First-Row Atoms Revisited. Systematic Basis Sets and Wave Functions J. Chem. Phys. 1992, 96, 6796-806
18. Woon, D. E.; Dunning, T. H. Gaussian-Basis Sets for Use in Correlated Molecular Calculations. 3. The Atoms Aluminum through Argon J. Chem. Phys. 1993, 98, 1358-1371
19. Helgaker, T.; Gauss, J.; Jorgensen, P.; Olsen, J. The Prediction of Molecular Equilibrium Structures by the Standard Electronic Wave Functions J. Chem. Phys. 1997, 106, 6430-6440 (Pubitemid 127584954)
20. Schmidt, M. W.; Baldridge, K. K.; Boatz, J. A.; Elbert, S. T.; Gordon, M. S.; Jensen, J. H.; Koseki, S.; Matsunaga, N.; Nguyen, K. A.; Su, S. J. General Atomic and Molecular Electronic Structure System J. Comput. Chem. 1993, 14, 1347-1363
21. General Atomic and Molecular Electronic Structure System (Gamess); http://www.msg.ameslab.gov/index.html.
22. Hirao, K. Multireference Møller-Plesset Method Chem. Phys. Lett. 1992, 190, 374-380
23. Hirao, K. Multireference Møller-Plesset Perturbation Theory for High-Spin Open-Shell Systems Chem. Phys. Lett. 1992, 196, 397-403
24. Curtiss, L. A.; Raghavachari, K.; Redfern, P. C.; Rassolov, V.; Pople, J. A. Gaussian-3 (G3) Theory for Molecules Containing First and Second-Row Atoms J. Chem. Phys. 1998, 109, 7764-7776 (Pubitemid 128678347)
25. Curtiss, L. A.; Redfern, P. C.; Raghavachari, K. Gaussian-4 Theory J. Chem. Phys. 2007, 126, 084108
26. Curtiss, L. A.; Redfern, P. C.; Raghavachari, K. Assessment of Gaussian-3 and Density-Functional Theories on the G3/05 Test Set of Experimental Energies J. Chem. Phys. 2005, 123, 124107
27. Møller, C.; Plesset, M. S. Note on a Approximation Treatment for Many-Electron Systems Phys. Rev. 1934, 46, 618-622
28. Purvis, G. D., III; Bartlett, R. J. A Full Coupled-Cluster Singles and Doubles Model: The Inclusion of Disconnected Triples J. Chem. Phys. 1982, 76, 1910-1918
29. Scuseria, G. E.; Janssen, C. L.; Schaefer, H. F., III An Efficient Reformulation of the Closed-Shell Coupled Cluster Single and Double Excitation (CCSD) Equations J. Chem. Phys. 1988, 89, 7382-7
30. Becke, A. D. Density-Functional Thermochemistry. III. The Role of Exact Exchange J. Chem. Phys. 1993, 98, 5648-5652
31. Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti Correlation-Energy Formula into a Functional of the Electron Density Phys. Rev. B 1988, 37, 785-9
32. Zhao, Y.; Truhlar, D. G. The M06 Suite of Density Functionals for Main Group Thermochemistry, Thermochemical Kinetics, Noncovalent Interactions, Excited States, and Transition Elements: Two New Functionals and Systematic Testing of Four M06-Class Functionals and 12 Other Functionals Theor. Chem. Acc. 2008, 120, 215-241
33. Zhao, Y.; Truhlar, D. G. Density Functionals with Broad Applicability in Chemistry Acc. Chem. Res. 2008, 41, 157-167
34. 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., Gaussian 09, Revision B.01; Gaussian, Inc., Wallingford CT, 2009.
35. Glowacki, D. R.; Liang, C.-H.; Morley, C.; Pilling, M. J.; Robertson, S. H. Mesmer: An Open-Source Master Equation Solver for Multi-Energy Well Reactions J. Phys. Chem. A 2012, 116, 9545-9560
36. Bartis, J. T.; Widom, B. Stochastic-Models of Interconversion of 3 or More Chemical Species J. Chem. Phys. 1974, 60, 3474-3482
37. 2P Ground-State of Hydroxyl J. Mol. Spectrosc. 1982, 91, 243-254
38. Poling, B. E.; O'Connell, J. P.; Prausnitz, J. M. The Properties of Gases and Liquids; McGraw-Hill: New York, 2001.
39. Lee, T. J.; Taylor, P. R. A Diagnostic for Determining the Quality of Single-Reference Electron Correlation Methods Int. J. Quant. Chem. Symp. 1989, 36, 199-207
40. Senosiain, J. P.; Klippenstein, S. J.; Miller, J. A. Reaction of Ethylene with Hydroxyl Radicals: A Theoretical Study† J. Phys. Chem. A 2006, 110, 6960-6970 (Pubitemid 43953073)
41. Georgievskii, Y.; Klippenstein, S. J. Long-Range Transition State Theory J. Chem. Phys. 2005, 122, 17
42. Onel, L.; Thonger, L.; Blitz, M. A.; Seakins, P. W.; Bunkan, A. J. C.; Solimannejad, M.; Nielsen, C. J. Gas Phase Reactions of OH with Methyl Amines in the Presence or Absence of Molecular Oxygen. An Experimental and Theoretical Study J. Phys. Chem. A 2013, 117, 10736-10745
43. 4J. Phys. Chem. A 2005, 109, 6031-6044
44. Atkinson, R.; Baulch, D. L.; Cox, R. A.; Crowley, J. N.; Hampson, R. F.; Hynes, R. G.; Jenkin, M. E.; Rossi, M. J.; Troe, J. Evaluated Kinetic and Photochemical Data for Atmospheric Chemistry: Volume II-Gas Phase Reactions of Organic Species Atmos. Chem. Phys. 2006, 6, 3625-4055 (Pubitemid 44369557)
45. Atkinson, R.; Perry, R. A.; Pitts, J. N., Jr. Rate Constants for the Reaction of the Hydroxyl Radical with Methanethiol and Methylamine over the Temperature Range 299-426 K J. Chem. Phys. 1977, 66, 1578-81
46. 2at 295 K J. Phys. Chem. A 1998, 102, 8131-8141 (Pubitemid 128590293)
47. Fogarasi, G. Studies on Tautomerism: Benchmark Quantum Chemical Calculations on Formamide and Formamidine J. Mol. Struct. 2010, 978, 257-262
48. Karton, A.; O'Reilly, R. J.; Radom, L. Assessment of Theoretical Procedures for Calculating Barrier Heights for a Diverse Set of Water-Catalyzed Proton-Transfer Reactions J. Phys. Chem. A 2012, 116, 4211-4221
49. Bunkan, A. J. C.; Liang, C.-H.; Pilling, M. J.; Nielsen, C. J. Theoretical and Experimental Study of the OH Radical Reaction with HCN Mol. Phys. 2013, 111, 1589-1598
50. Wine, P. H.; Strekowski, R. S.; Nicovich, J. M.; McKee, M. L.; Chen, G.; Davis, D. D. In Atmospheric Chemistry of HCN; Presented at National Meeting of the American Chemical Society, Boston, MA, 2002; p 134.
51. 2J. Phys. Chem. A 2007, 111, 5086-5091 (Pubitemid 47012622)
52. Napier, I. M.; Norrish, R. G. W. Nitroso Formaldehyde Nature 1965, 208, 1090-1091
53. Lin, M. C.; He, Y.; Melius, C. F. Communication-Implications of the HCN-HNC Process to High-Temperature Nitrogen-Containing Fuel Chemistry Int. J. Chem. Kinet. 1992, 24, 1103-1107 (Pubitemid 23620583)
54. Wheeler, S. E.; Ess, D. H.; Houk, K. N. Thinking out of the Black Box: Accurate Barrier Heights of 1,3-Dipolar Cycloadditions of Ozone with Acetylene and Ethylene J. Phys. Chem. A 2008, 112, 1798-1807 (Pubitemid 351354184)
55. Atkinson, R.; Baulch, D. L.; Cox, R. A.; Crowley, J. N.; Hampson, R. F.; Hynes, R. G.; Jenkin, M. E.; Rossi, M. J.; Troe, J. Evaluated Kinetic and Photochemical Data for Atmospheric Chemistry: Volume I-Gas Phase Reactions of Ox, HOx, NOx and SOx Species Atmos. Chem. Phys. 2004, 4, 1461-1738 (Pubitemid 39342128)
56. 3and Global OH Concentrations Science 1995, 269, 187-192 (Pubitemid 26438166)
57. 3CN over the Pacific Ocean: Sources, Sinks, and Budgets. J. Geophys. Res.-Atmos. 2003, 108, 8795.
58. 3CN: Constraints from Aircraft and Ground Measurements. J. Geophys. Res.-Atmos. 2003, 108, 8827.
59. Barnes, I.; Solignac, G.; Mellouki, A.; Becker, K. Aspects of the Atmospheric Chemistry of Amides ChemPhysChem 2010, 11, 3844-3857
60. Roberts, J. M.; Veres, P. R.; VandenBoer, T. C.; Warneke, C.; Graus, M.; Williams, E. J.; Lefer, B.; Brock, C. A.; Bahreini, R.; Öztürk, F. New Insights into Atmospheric Sources and Sinks of Isocyanic Acid, HNCO, from Recent Urban and Regional Observations J. Geophys. Res.-Atmos. 2014, 119, 1060-1072