Crossref journal-article
American Geophysical Union (AGU)
Journal of Geophysical Research: Atmospheres (13)
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 ionization‐aerosol 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.

Authors 3
  1. James Zahardis (first)
  2. Brian W. LaFranchi (additional)
  3. Giuseppe A. Petrucci (additional)
References 67 Referenced 52
  1. 10.1029/2000JD900074
  2. 10.1016/S1352-2310(02)00355-2
  3. 10.1021/es00007a025
  4. 10.1029/JC075i024p04561
  5. 10.1016/0021-8502(89)90843-4
  6. 10.1021/jp0114034
  7. 10.4319/lo.1974.19.1.0126
  8. 10.1021/cr00003a003
  9. 10.1016/0009-2614(93)80131-8
  10. 10.1002/anie.197507451
  11. 10.1002/cber.19540870524
  12. 10.1029/98GL00515
  13. 10.1080/10406630008034786
  14. 10.1029/RG021i004p00921
  15. 10.1039/c39860000154
  16. 10.1029/1999JD900073
  17. 10.1029/1999JD900349
  18. 10.1016/1352-2310(94)00347-N
  19. 10.1021/jp993611q
  20. 10.1021/jp001100u
  21. B. J. Finlayson‐Pitts J. N. Pitts 2000 Springer New York
  22. 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.
  23. 10.1029/2001GL013418
  24. 10.1021/ja00267a022
  25. 10.1029/RG021i004p00903
  26. 10.1021/es950442o
  27. 10.1016/0009-2614(96)00126-1
  28. 10.1021/jp0404145
  29. 10.1016/0960-1686(91)90271-8
  30. 10.1002/anie.196305651
  31. 10.1029/98JD00559
  32. 10.1021/jp049759d
  33. 10.1021/jp002121r
  34. 10.1016/j.jasms.2003.11.015
  35. 10.1002/rcm.1653
  36. 10.1021/ja01082a011
  37. 10.1021/j100327a017
  38. 10.1029/97JD03719
  39. 10.1021/jp025597e
  40. 10.1029/2002GL014692
  41. 10.1038/32138
  42. 10.1029/97JD03281
  43. 10.1016/S1352-2310(96)00322-6
  44. 10.1021/jp981264z
  45. 10.1029/97GL03163
  46. 10.1080/027868200410877
  47. 10.1089/089426802320282329
  48. 10.1007/s00216-002-1611-5
  49. 10.1007/BF02540568
  50. 10.1021/jp9916992
  51. 10.1021/cr020508f
  52. 10.1016/S0009-2614(02)01685-8
  53. 10.1002/anie.198602551
  54. 10.1021/jo00244a045
  55. 10.1021/jo00263a014
  56. 10.1002/anie.199003441
  57. 10.1029/95JD01835
  58. 10.1021/es034059s
  59. J. H. Seinfeld S. N. Pandis 1998 John Wiley New York
  60. 10.1021/cr980138o
  61. 10.1029/95GL03810
  62. 10.1021/jp020527t
  63. D. Swern 1970 Wiley–Interscience New York
  64. 10.1029/2000JD900595
  65. 10.1039/b310149e
  66. 10.1111/j.1751-1097.1981.tb09034.x
  67. 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)
Funders 0

None

@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 }