Products of the gas-phase reactions of o-, m- and p-xylene with the OH radical in the presence and absence of NOx

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Eric S. C. Kwok, Sara M. Aschmann, Roger Atkinson and Janet Arey


Abstract

The products of the gas-phase reactions of the OH radical with o-, m- and p-xylene, in the presence and absence of NOx, have been investigated using direct air sampling, atmospheric-pressure ionisation tandem mass spectrometry (API–MS). Partially and fully deuteriated xylenes were also studied. In addition to ion peaks due to tolualdehydes and dimethylphenols, ion peaks observed from the xylene, [2H6]xylene and [2H10]xylene reactions are attributed to the [M+H]+ ions of the C4-unsaturated dicarbonyl HC(O)CH[double bond, length as m-dash]CHCHO, C5-unsaturated dicarbonyls such as CH3C(O)CH[double bond, length as m-dash]CHCHO and its isomers, C6-unsaturated dicarbonyls such as CH3C(O)CH[double bond, length as m-dash]CHC(O)CH3 and its isomers, C8-di-unsaturated dicarbonyls such as CH3C(O)C(CH3)[double bond, length as m-dash]CHCH[double bond, length as m-dash]CHCHO and its isomers, C8-unsaturated epoxy-dicarbonyls and, possibly, C8-epoxy-cyclohexenones, and their partially and fully deuteriated analogues. Possible reaction mechanisms leading to the observed products are presented.


References

  1. W. A. Lonneman, R. L. Seila and S. A. Meeks, Environ. Sci. Technol., 1986, 20, 790 CAS.
  2. J. E. Sigsby Jr., S. Tejada, W. Ray, J. M. Lang and J. W. Duncan, Environ. Sci. Technol., 1987, 21, 466.
  3. S. K. Hoekman, Environ. Sci. Technol., 1992, 26, 1206 CAS.
  4. R. B. Zweidinger, J. E. Sigsby Jr., S. B. Tejada, F. D. Stump, D. L. Dropkin, W. D. Ray and J. W. Duncan, Environ. Sci. Technol., 1988, 22, 956 CAS.
  5. K. L. Olson, R. M. Sinkevitch and T. M. Sloane, J. Chromatogr. Sci., 1992, 30, 500 CAS.
  6. C. A. Jemma, P. R. Shore and K. A. Widdicombe, J. Chromatogr. Sci., 1995, 33, 34.
  7. E. M. Fujita, B. E. Croes, C. L. Bennett, D. R. Lawson, F. W. Lurmann and H. H. Main, Air Waste, 1992, 42, 264 Search PubMed.
  8. R. A. Harley, M. P. Hannigan and G. R. Cass, Environ. Sci. Technol., 1992, 26, 2395 CAS.
  9. W. P. L. Carter, Air Waste, 1994, 44, 881 Search PubMed.
  10. J. R. Odum, T. P. W. Jungkamp, R. J. Griffin, R. C. Flagan and J. H. Seinfeld, Science, 1997, 276, 96 CrossRef CAS.
  11. R. Atkinson, J. Phys. Chem. Ref. Data, 1989, Monograph 1, 1.
  12. R. Atkinson, J. Phys. Chem. Ref. Data, 1994, Monograph 2, 1.
  13. R. Knispel, R. Koch, M. Siese and C. Zetzsch, Ber. Bunsen-Ges. Phys. Chem., 1990, 94, 1375 Search PubMed.
  14. C. Zetzsch, M. Elend, R. Knispel, R. Koch, J. Nowack and M. Siese, Hydroxyl and Aromatics: Fate of the Adducts in the Presence of O2, EUROTRAC Annual Report, 1991, part 8, LACTOZ, pp. 207–215, Commission of the European Communities Search PubMed.
  15. R. Koch, R. Knispel, M. Siese and C. Zetzsch, in Physico-Chemical Behaviour of Atmospheric Pollutants, ed. G. Angeletti and G. Restelli, European Commission Report EUR 15609/1 EN, 1994, vol. 1, pp. 143–149 Search PubMed.
  16. C. Zetzsch and R. Koch, Annual Report to the CEC on CYTROXA, 1994, personal communication Search PubMed.
  17. R. Atkinson and S. M. Aschmann, Int. J. Chem. Kinet., 1994, 26, 929 CrossRef CAS.
  18. K. H. Becker, I. Barnes, A. Bierbach, F. Kirchner, W. Thomas, E. Wiesen and F. Zabel, OH Initiated Oxidation of NMVOC Under Various NOx Conditions, EUROTRAC Annual Report, 1992, part 8, LACTOZ, pp. 87–98, Commission of the European Communities Search PubMed.
  19. A. Bierbach, I. Barnes, K. H. Becker, B. Klotz and E. Wiesen, in Physico-Chemical Behaviour of Atmospheric Pollutants, ed. G. Angeletti and G. Restelli, European Commission Report EUR15609/1 EN, vol. 1, 1994, pp. 129–136 Search PubMed.
  20. A. Bierbach, I. Barnes, K. H. Becker and E. Wiesen, Environ. Sci. Technol., 1994, 28, 715 CAS.
  21. E. Wiesen, I. Barnes and K. H. Becker, Environ. Sci. Technol., 1995, 29, 1380 CAS.
  22. B. G. Klotz, A. Bierbach, I. Barnes and K. H. Becker, Environ. Sci. Technol., 1995, 29, 2322 CAS.
  23. H. E. Jeffries, J. Yu and L. Bartolotti, Theoretical and Analytical Advances in Understanding Aromatic Atmospheric Oxidation Mechanisms, Workshop on Chemical Mechanisms Describing Oxidation Processes in the Troposphere, Valencia, Spain, April 25–28, 1995 Search PubMed.
  24. L. J. Bartolotti and E. O. Edney, Chem. Phys. Lett., 1995, 245, 119 CrossRef CAS.
  25. I. Barnes, B. Klotz and K. H. Becker, Aromatic Hydrocarbons Oxidation Mechanisms: New Developments, Paper No. 96-RP130A.01, presented at the 89th Annual Meeting of the Air & Waste Management Association, Nashville, TN, June 23–28, Air and Waste Management Association, 1996 Search PubMed.
  26. B. Klotz, I. Barnes, K. H. Becker and B. T. Golding, J. Chem. Soc., Faraday Trans., 1997, 93, 1507 RSC.
  27. J. M. Andino, J. N. Smith, R. C. Flagan, W. A. Goddard III and J. H. Seinfeld, J. Phys. Chem., 1996, 100, 10967 CrossRef CAS.
  28. K. H. Becker and Th. Klein, in Proc. 4th European Symposium on the Physico-Chemical Behaviour of Atmospheric Pollutants, ed. G. Angeletti and G. Restelli, Riedel, Dordrecht, 1987, pp. 320–326 Search PubMed.
  29. H. Tagaki, N. Washida, H. Akimoto and M. Okuda, Spectrosc. Lett., 1982, 15, 145.
  30. R. Atkinson, S. M. Aschmann, J. Arey and W. P. L. Carter, Int. J. Chem. Kinet., 1989, 21, 801 CrossRef CAS.
  31. R. Atkinson, S. M. Aschmann and J. Arey, Int. J. Chem. Kinet., 1991, 23, 77 CrossRef CAS.
  32. E. S. C. Kwok, R. Atkinson and J. Arey, Environ. Sci. Technol., 1995, 29, 2467 CAS.
  33. R. Atkinson, E. S. C. Kwok, J. Arey and S. M. Aschmann, Faraday Discuss., 1995, 100, 23 RSC.
  34. E. S. C. Kwok, J. Arey and R. Atkinson, J. Phys. Chem., 1996, 100, 214 CrossRef CAS.
  35. E. S. C. Kwok, R. Atkinson and J. Arey, Environ. Sci. Technol., 1996, 30, 1048 CrossRef CAS.
  36. R. Atkinson, W. P. L. Carter, A. M. Winer and J. N. Pitts, Jr., J. Air Pollut. Control Assoc., 1981, 31, 1090 Search PubMed.
  37. R. Atkinson and S. M. Aschmann, Environ. Sci. Technol., 1993, 27, 1357 CAS.
  38. R. Atkinson, E. C. Tuazon, E. S. C. Kwok, J. Arey, S. M. Aschmann and I. Bridier, J. Chem. Soc., Faraday Trans., 1995, 91, 3033 RSC.
  39. E. S. C. Kwok and J. Arey, to be submitted.
  40. E. C. Tuazon, S. M. Aschmann, J. Arey and R. Atkinson, Environ. Sci. Technol., submitted Search PubMed.
  41. B. Nozière, R. Lesclaux, M. D. Hurley, M. A. Dearth and T. J. Wallington, J. Phys. Chem., 1994, 98, 2864 CrossRef CAS.
  42. R. Atkinson, Int. J. Chem. Kinet., 1997, 29, 99 CrossRef CAS.
  43. E. C. Tuazon, R. Atkinson and W. P. L. Carter, Environ. Sci. Technol., 1985, 19, 265 CAS.
  44. K. R. Darnall, R. Atkinson and J. N. Pitts Jr., J. Phys. Chem., 1979, 83, 1943 CrossRef CAS.
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