Identification and yields of 1,4-hydroxynitrates formed from the reactions of C8-C16n-alkanes with OH radicals in the presence of NOx

Journal of Physical Chemistry A

Volumn 118, Issue 38, 2014, Pages 8797-8806

  Yeh, Geoffrey K ^a   Ziemann, Paul J ^a,b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF COLORADO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

N-ALKANES; OH RADICAL;

ALKANE; HYDROXYL RADICAL; NITRIC ACID; NITRIC OXIDE;

CHEMICAL STRUCTURE; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; SYNTHESIS; ULTRAVIOLET SPECTROPHOTOMETRY;

ALKANES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HYDROXYL RADICAL; MASS SPECTROMETRY; MOLECULAR STRUCTURE; NITRIC ACID; NITRIC OXIDE; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 84907457163     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp505870d     Document Type: Article

References (44)

1. Lurmann, F. W.; Main, H. H.; Knapp, K.; Stockburger, L.; Rasmussen, R.; Fung, K. Analysis of the Ambient VOC Data Collected in the Southern California Air Quality Study; State of California, Air Resources Board, Research Division: Sacramento, CA, 1992.
2. Calvert, J. G.; Atkinson, R.; Becker, K. H.; Kamens, R. M.; Seinfeld, J. H.; Wallington, T. J.; Yarwood, G. The Mechanisms of Atmospheric Oxidation of Aromatic Hydrocarbons; Oxford University Press: New York, 2002.
3. Calvert, J. G.; Derwent, R. G.; Orlando, J. J.; Tyndall, G. S.; Wallington, T. J. Mechanisms of Atmospheric Oxidation of Alkanes; Oxford University Press: New York, 2008.
4. Atkinson, R.; Arey, J.; Aschmann, S. M. Atmospheric Chemistry of Alkanes: Review and Recent Developments Atmos. Environ. 2008, 42, 5859-5871
5. Lim, Y. B.; Ziemann, P. J. Chemistry of Secondary Organic Aerosol Formation from OH Radical-Initiated Reactions of Linear, Branched, and Cyclic Alkanes in the Presence of NOx Aerosol Sci. Technol. 2009, 43, 604-619
6. Ziemann, P. J.; Atkinson, R. Kinetics, Products, and Mechanisms of Secondary Organic Aerosol Formation Chem. Soc. Rev. 2012, 41, 6582-6605
7. Ziemann, P. J. Effects of Molecular Structure on the Chemistry of Aerosol Formation from the OH-Radical-Initiated Oxidation of Alkanes and Alkenes Int. Rev. Phys. Chem. 2011, 30, 161-195
8. yJ. Geophys. Res. 2003, 108, 4501-4511
9. Robinson, A. L.; Donahue, N. M.; Shrivastava, M. K.; Weitkamp, E. A.; Sage, A. M.; Grieshop, A. P.; Lane, T. E.; Pierce, J. R.; Pandis, S. N. Rethinking Organic Aerosols: Semivolatile Emissions and Photochemical Aging Science 2007, 315, 1259-1262
10. Gentner, D. R.; Isaacman, G.; Worton, D. R.; Chan, A. W. H.; Dallmann, T. R.; Davis, L.; Liu, S.; Day, D. A.; Russell, L. M.; Wilson, K. R. Elucidating Secondary Organic Aerosol from Diesel and Gasoline Vehicles Through Detailed Characterization of Organic Carbon Emissions Proc. Natl. Acad. Sci. U. S. A. 2012, 109, 18318-18323
11. Perring, A. E.; Pusede, S. E.; Cohen, R. C. An Observational Perspective on the Atmospheric Impacts of Alkyl and Multifunctional Nitrates on Ozone and Secondary Organic Aerosol Chem. Rev. 2013, 113, 5848-5870
12. Etzel, R. A. How Environmental Exposures Influence the Development and Exacerbation of Asthma Pediatrics 2003, 112, 233-239
13. Alfaro-Moreno, E.; Nawrot, T. S.; Nemmar, A.; Nemery, B. Particulate Matter in the Environment: Pulmonary and Cardiovascular Effects Curr. Opin. Pulm. Med. 2007, 13, 98-106
14. Pope, C. A. Mortality Effects of Longer Term Exposures to Fine Particulate Air Pollution: Review of Recent Epidemiological Evidence Inhal. Toxicol. 2007, 19, 33-38
15. Pope, C. A.; Ezzati, M.; Dockery, D. W. Fine-Particulate Air Pollution and Life Expectancy in the United States New Engl. J. Med. 2009, 360, 376-386
16. Lohmann, U.; Feichter, J. Global Indirect Aerosol Effects: A Review Atmos. Chem. Phys. 2005, 5, 715-737
17. Forster, P.; Ramaswamy, V.; Artaxo, P.; Berntsen, T.; Betts, R.; Fahey, D. W.; Haywood, J.; Lean, J.; Lowe, D. C.; Myhre, G.; Changes in Atmospheric Constituents and in Radiative Forcing; Cambridge University Press: Oxford, U.K., 2007.
18. Andreae, M. O.; Rosenfeld, D. Aerosol-Cloud-Precipitation Interactions. Part 1. The Nature and Sources of Cloud-Active Aerosols Earth-Sci. Rev. 2008, 89, 13-41
19. 8n -Alkanes J. Phys. Chem. A 2001, 105, 1020-1027
20. Atkinson, R.; Arey, J. Atmospheric Degradation of Volatile Organic Compounds Chem. Rev. 2003, 103, 4605-4638
21. 8n -Alkanes in the Presence of NO Environ. Sci. Technol. 2005, 39, 4447-4453
22. Atkinson, R. Rate Constants for the Atmospheric Reactions of Alkoxy Radicals: An Updated Estimation Method Atmos. Environ. 2007, 41, 8468-8485
23. x: Measured Yields with Essential Corrections for Gas-Wall Partitioning J. Phys. Chem. A 2014, 10.1021/jp500631v
24. x) Photooxidations of n -Pentane and n -Heptane J. Phys. Chem. 1983, 87, 2012-2018
25. Muthuramu, K.; Shepson, P. B.; Obrien, J. M. Preparation, Analysis, and Atmospheric Production of Multifunctional Organic Nitrates Environ. Sci. Technol. 1993, 27, 1117-1124
26. 6Alkenes with OH in the Presence of NO J. Phys. Chem. A 1998, 102, 8903-8908
27. xEnviron. Sci. Technol. 2005, 39, 9229-9236
28. 17n -Alkanes Atmos. Environ. 2008, 42, 8015-8026
29. xJ. Phys. Chem. A 2009, 113, 599-606
30. Teng, A. P.; Crounse, J. D.; Lee, L.; Clair, J. M., St.; Cohen, R. C.; Wennberg, P. O. Hydroxy Nitrate Production in the OH-Inititated Oxidation of Alkenes Atmos. Chem. Phys. Discuss. 2014, 14, 6721-6757
31. Matsunaga, A.; Ziemann, P. J. Yields of β-Hydroxynitrates, Dihydroxynitrates, and Trihydroxynitrates Formed from OH Radical-Initiated Reactions of 2-Methyl-1-Alkenes Proc. Natl. Acad. Sci. U. S. A. 2010, 107, 6664-6669
32. Matsunaga, A.; Ziemann, P. J. Gas-Wall Partitioning of Organic Compounds in a Teflon Film Chamber and Potential Effects on Reaction Product and Aerosol Yield Measurements Aerosol Sci. Technol. 2010, 44, 881-892
33. Canagaratna, M. R.; Jayne, J. T.; Jimenez, J. L.; Allan, J. D.; Alfarra, M. R.; Zhang, Q.; Onasch, T. B.; Drewnick, F.; Coe, H.; Middlebrook, A. Chemical and Microphysical Characterization of Ambient Aerosols with the Aerodyne Aerosol Mass Spectrometer Mass Spectrom. Rev. 2007, 26, 185-222
34. Taylor, W. D.; Allston, T. D.; Moscato, M. J.; Fazekas, G. B.; Kozlowski, R.; Takacs, G. A. Atmospheric Photodissociation Lifetimes for Nitromethane, Methyl Nitrite, and Methyl Nitrate Int. J. Chem. Kinet. 1980, 12, 231-240
35. Atkinson, R.; Carter, W. P.; Winer, A. M.; Pitts, J. N., Jr An Experimental Protocol for the Determination of OH Radical Rate Constants with Organics Using Methyl Nitrite Photolysis as an OH Radical Source J. Air Pollut. Control Assoc. 1981, 31, 1090-1092
36. Tobias, H. J.; Kooiman, P. M.; Docherty, K. S.; Ziemann, P. J. Real-Time Chemical Analysis of Organic Aerosols Using a Thermal Desorption Particle Beam Mass Spectrometer Aerosol Sci. Technol. 2000, 33, 170-190
37. Tobias, H. J.; Ziemann, P. J. Compound Identification in Organic Aerosols Using Temperature-Programmed Thermal Desorption Particle Beam Mass Spectrometry Anal. Chem. 1999, 71, 3428-3435
38. Noël, D.; Vangheluwe, P. Retention Behaviour and Molecular Structure of Diols in Reversed-Phase Liquid Chromatography J. Chromatog. A 1987, 388, 75-80
39. Wiener, H. Structural Determination of Paraffin Boiling Points J. Am. Chem. Soc. 1947, 69, 17-20
40. McLafferty, F.; Turecek, F. Interpretation of Mass Spectra; University Science Books: Mill Valley, CA, 1993.
41. Kwok, E. S. C.; Atkinson, R. Estimation of Hydroxyl Radical Reaction Rate Constants for Gas-Phase Organic Compounds Using a Structure-Reactivity Relationship: An Update Atmos. Environ. 1995, 29, 1685-1695
42. Pankow, J. F. An Absorption Model of Gas/Particle Partitioning of Organic Compounds in the Atmosphere Atmos. Environ. 1994, 28, 185-188
43. Pankow, J. F.; Asher, W. E. SIMPOL.1: A Simple Group Contribution Method for Predicting Vapor Pressures and Enthalpies of Vaporization of Multifunctional Organic Compounds Atmos. Chem. Phys. 2008, 8, 2773-2796
44. 81,4-Hydroxycarbonyls from OH + n -Octane in the Presence of NO Environ. Sci. Technol. 2012, 46, 13278-13283