Formation of nitrosamines and alkyldiazohydroxides in the gas phase: The CH3NH + NO reaction revisited

Environmental Science and Technology

Volumn 47, Issue 14, 2013, Pages 7766-7772

  Da Silva, Gabriel ^a  

^a UNIVERSITY OF MELBOURNE   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; FREE RADICALS; GASES; ISOMERS; QUANTUM CHEMISTRY; TROPOSPHERE;

ALKYLATING AGENTS; ATMOSPHERIC STUDIES; COMBUSTION CONDITION; DOMINANT PATHWAYS; PHOTOCHEMICAL OXIDATION; QUANTUM-CHEMICAL TECHNIQUES; THEORETICAL METHODS; VIBRATIONAL ENERGIES;

REACTION INTERMEDIATES;

DIAZOMETHANE; NITROSAMINE; OXYGEN; WATER; AMIDE; GAS; HYDROXIDE; NITRIC OXIDE;

COMBUSTION; NUMERICAL MODEL; ORGANIC COMPOUND; OXIDATION; OXIDE; RADICAL; REACTION KINETICS; VIBRATION;

ARTICLE; ATMOSPHERE; CALCULATION; CHEMICAL PROCEDURES; CHEMICAL REACTION; COMBUSTION; ENERGY TRANSFER; ISOMER; ISOMERIZATION; PHOTOOXIDATION; QUANTUM CHEMISTRY; SIMULATION; CHEMISTRY; GAS;

AMIDES; GASES; HYDROXIDES; NITRIC OXIDE; NITROSAMINES;

EID: 84880517457     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es401591n     Document Type: Article

References (36)

1. 2O and HCN J. Atmos. Chem. 1995, 22, 319-346
2. Ge, X.; Wexler, A. S.; Clegg, S. L. Atmospheric amines-Part I. A review Atmos. Environ. 2011, 45, 524-546
3. Ge, X.; Wexler, A. S.; Clegg, S. L. Atmospheric amines-Part II. Thermodynamic properties and gas/particle partitioning Atmos. Environ. 2011, 45, 561-577
4. Roberts, J. M. Isocyanic acid in the atmosphere and its possible link to smoke-related health effects Proc. Natl. Acad. Sci., U. S. A. 2011, 108, 8966-8971
5. Young, P. J. Isocyanic acid in a global chemistry transport model: Tropospheric distribution, budget, and identification of regions with potential health impacts J. Geophys. Res. 2012, 117, D10308
6. 2 over the temperature range 299-426 K J. Chem. Phys. 1977, 66, 1578-1581
7. 2 at 295 K J. Phys. Chem. A 1998, 102, 8131-8141
8. Galano, A.; Alvarez-Idaboy, J. R. Branching ratios of aliphatic amines + OH gas-phase reactions: A variational transition-state theory study J. Chem. Theory Comput. 2008, 4, 322-327
9. Ly, T.; Kirk, B. B.; Hettiarachchi, P. I.; Poad, B. L. J.; Trevitt, A. J.; da Silva, G.; Blanksby, S. J. Reactions of simple and peptidic alpha-carboxylate radical anions with dioxygen in the gas phase Phys. Chem. Chem. Phys. 2011, 13, 16314-16323
10. 2 reaction J. Phys. Chem. Lett. 2012, 3, 805-811
11. 2 J. Phys. Chem. A 2012, 116, 10980-10986
12. Rudic, S.; Murray, C.; Harvey, J. N.; Orr-Ewing, A. J. The product branching and dynamics of the reaction of chlorine atoms with methylamine Phys. Chem. Chem. Phys. 2003, 5, 1205-1212
13. Magee, P. N.; Barnes, J. M. The production of malignant primary hepatic tumours in the rate by feeding dimethylnitrosamine Br. J. Cancer 1956, 10, 114-122
14. Herckes, P.; Leenheer, J. A.; Collett, J. L. Comprehensive characterization of atmospheric organic matter in Fresno, California fog water Environ. Sci. Technol. 2007, 41, 393-399
15. Hutchings, J. W.; Ervens, B.; Straub, D.; Herckes, P. N -Nitrosodimethylamin occurrence, formation and cycling in clouds and fogs Environ. Sci. Technol. 2010, 44, 8128
16. da Silva, G.; Dlugogorski, B. Z.; Kennedy, E. M. Elementary reaction step model of the N -nitrosation of ammonia Int. J. Chem. Kinet. 2007, 39, 645-656
17. da Silva, G.; Kennedy, E. M.; Dlugogorski, B. Z. Nucleophilic catalysis of nitrosation: Relationship between nitrosating agent equilibrium constant and catalyst nucleophilicity J. Chem. Res. (S) 2002, 589-590
18. da Silva, G.; Kennedy, E. M.; Dlugogorski, B. Z. Effect of added nucleophilic species on the rate of primary amino acid nitrosation J. Am. Chem. Soc. 2005, 127, 3664-3665
19. 2NNO Phys. Chem. Chem. Phys. 2012, 14, 16365-16370
20. 2NNO) under atmospheric conditions J. Phys. Chem. A 2013, 117, 126-132
21. da Silva, G. G3X-K theory: A composite theoretical method for thermochemical kinetics Chem. Phys. Lett. 2013, 558, 109-113
22. 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, O.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. Gaussian 09, revision B.01; Gaussian, Inc.: Wallingford, CT, 2010.
23. MultiWell-2012.1 Software. Designed and maintained by Barker, J. R.; Ortiz, N. F.; Preses, J. M.; Lohr, L. L.; Maranzana, A.; Stimac, P. J.; Nguyen, T. L.; Kumar, T. J. D.; University of Michigan: Ann Arbor, MI, 2012; http://aoss.engin.umich.edu/multiwell/.
24. Barker, J. R. Multiple-well, multiple-path unimolecular reaction systems. I. MultiWell computer program suite Int. J. Chem. Kinet. 2001, 33, 232-245
25. Barker, J. R. Energy transfer in master equation simulations: A new approach Int. J. Chem. Kinet. 2009, 41, 748-763
26. Nguyen, T. L.; Barker, J. R. Sums and densities of fully coupled anharmonic vibrational states: A comparison of three practical methods J. Phys. Chem. A 2010, 114, 3718-3730
27. 2 (2); a modified Gorin model transition state Int. J. Chem. Kinet. 1978, 10, 489-501
28. 2 addition into the MACR + OH master equation J. Phys. Chem. A 2012, 116, 5317-5324
29. 2O Chem. Phys. Lett. 1987, 135, 269-274
30. 2 + NO reaction via microcanonical variational transition state theory J. Phys. Chem. 1996, 100, 12349-12354
31. 2 + NO reaction J. Phys. Chem. A 2000, 104, 2061-2069
32. Pinches, S. J.; da Silva, G. On the separation of timescales in chemically activated reactions Int. J. Chem. Kinet. 2013, 45, 387-396
33. Setser, D. W.; Rabinovitch, B. S. Singlet methylene from thermal decomposition of diazomethane. Unimolecular reactions of chemically activated cyclopropane and dimethylcyclopropane molecules Can. J. Chem. 1962, 40, 1425-1451
34. Lijinsky, W. Nucleic acid alkylation by N -nitroso compounds related to organ-specific carcinogenesis. In Chemical Carcinogens; Politzer, P.; Martin, F. J., Jr., Eds.; Elsevier: Amsterdam, 1988; pp 242.
35. Tuazon, E. C.; Carter, W. P.; Winer, A. M.; Pitts, J. N., Jr. Reactions of hydrazines with ozone under simulated atmospheric conditions Environ. Sci. Technol. 1981, 15, 823-828
36. Laufer, A. H. Kinetics of gas phase reactions of methylene Rev. Chem. Intermediates 1981, 4, 225-257