Abstract
The heterogeneous reaction of particle‐phase 9‐octadecenoic acid (oleic acid) and gas‐phase ozone in a flow reactor was studied by photoelectron resonance capture ionization (PERCI) mass spectrometry. This soft ionization technique facilitated one of the first simultaneous, direct observations of all four of the major products predicted for this reaction: nonanal, nonanoic acid, 9‐oxononanoic acid, and azelaic acid. In addition, a series of higher molecular weight oxygenated compounds were observed directly for the first time. The proposed structures are all cyclic oxygenates and contain the oxygen‐oxygen moiety, including secondary ozonides and cyclic geminal diperoxides. Mechanisms for the formation of these products are proposed. The mechanisms are generally 1,3‐dipolar cycloadditions that lead to five‐ and six‐member oxygen‐containing rings. The mechanisms are shown to involve short‐lived Criegee intermediates reacting with aldehydes and other Criegee intermediates. Atmospheric implications of these higher molecular weight compounds are suggested and include enhancing the fatty acid medium's capacity to act as a source of radicals due to the prominence of the peroxide moiety. The low volatility coupled with the high polarity of these compounds may alter particle phase hygroscopicity that can enhance the cloud condensation nuclei properties of these particles.
Bibliography
Zahardis, J., LaFranchi, B. W., & Petrucci, G. A. (2005). Photoelectron resonance capture ionizationâaerosol mass spectrometry of the ozonolysis products of oleic acid particles: Direct measure of higher molecular weight oxygenates. Journal of Geophysical Research: Atmospheres, 110(D8). Portico.
References
67
Referenced
52
10.1029/2000JD900074
10.1016/S1352-2310(02)00355-2
10.1021/es00007a025
10.1029/JC075i024p04561
10.1016/0021-8502(89)90843-4
10.1021/jp0114034
10.4319/lo.1974.19.1.0126
10.1021/cr00003a003
10.1016/0009-2614(93)80131-8
10.1002/anie.197507451
10.1002/cber.19540870524
10.1029/98GL00515
10.1080/10406630008034786
10.1029/RG021i004p00921
10.1039/c39860000154
10.1029/1999JD900073
10.1029/1999JD900349
10.1016/1352-2310(94)00347-N
10.1021/jp993611q
10.1021/jp001100u
- B. J. Finlayson‐Pitts J. N. Pitts 2000 Springer New York
- Fujita E. M. D. E.Campbell W.Stockwell R. E.Keislar B.Zielinska J. C.Sagebiel W.Goliff M.Keith andJ. L.Bowen(2002) Weekend/weekday ozone observations in the South Coast Air Basin vol. II Analysis of air quality data Final Report Prepared for the National Renewable Energy Laboratory and Coordinating Research Council Desert Res. Inst. Reno Nev.
10.1029/2001GL013418
10.1021/ja00267a022
10.1029/RG021i004p00903
10.1021/es950442o
10.1016/0009-2614(96)00126-1
10.1021/jp0404145
10.1016/0960-1686(91)90271-8
10.1002/anie.196305651
10.1029/98JD00559
10.1021/jp049759d
10.1021/jp002121r
10.1016/j.jasms.2003.11.015
10.1002/rcm.1653
10.1021/ja01082a011
10.1021/j100327a017
10.1029/97JD03719
10.1021/jp025597e
10.1029/2002GL014692
10.1038/32138
10.1029/97JD03281
10.1016/S1352-2310(96)00322-6
10.1021/jp981264z
10.1029/97GL03163
10.1080/027868200410877
10.1089/089426802320282329
10.1007/s00216-002-1611-5
10.1007/BF02540568
10.1021/jp9916992
10.1021/cr020508f
10.1016/S0009-2614(02)01685-8
10.1002/anie.198602551
10.1021/jo00244a045
10.1021/jo00263a014
10.1002/anie.199003441
10.1029/95JD01835
10.1021/es034059s
- J. H. Seinfeld S. N. Pandis 1998 John Wiley New York
10.1021/cr980138o
10.1029/95GL03810
10.1021/jp020527t
- D. Swern 1970 Wiley–Interscience New York
10.1029/2000JD900595
10.1039/b310149e
10.1111/j.1751-1097.1981.tb09034.x
10.1002/oms.1210291111
Dates
Type | When |
---|---|
Created | 20 years, 4 months ago (April 25, 2005, 5:06 p.m.) |
Deposited | 1 year, 10 months ago (Oct. 12, 2023, 4:38 a.m.) |
Indexed | 4 weeks, 1 day ago (July 30, 2025, 6:25 a.m.) |
Issued | 20 years, 4 months ago (April 26, 2005) |
Published | 20 years, 4 months ago (April 26, 2005) |
Published Online | 20 years, 4 months ago (April 26, 2005) |
Published Print | 20 years, 4 months ago (April 27, 2005) |
@article{Zahardis_2005, title={Photoelectron resonance capture ionization‐aerosol mass spectrometry of the ozonolysis products of oleic acid particles: Direct measure of higher molecular weight oxygenates}, volume={110}, ISSN={0148-0227}, url={http://dx.doi.org/10.1029/2004jd005336}, DOI={10.1029/2004jd005336}, number={D8}, journal={Journal of Geophysical Research: Atmospheres}, publisher={American Geophysical Union (AGU)}, author={Zahardis, James and LaFranchi, Brian W. and Petrucci, Giuseppe A.}, year={2005}, month=apr }