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Reactions of criegee intermediates in the gas phase

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Abstract

The reactions of Criegee intermediates in the gas phase are reviewed. These intermediates are formed by the reaction of olefins with ozone. In the gas phase Criegee intermediates have a biradical character. Initially they are formed as vibrationally hot species. After deactivation by collision with a third body, they can participate in bimolecular reactions with aldehydes, NOx, SO2, water, and so on. Reaction mechanisms are discussed.

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References

  1. J.K. Angell and J. Korshover, J. Climate Appl. Meteorol. 22, 1611 (1983).

    Article  CAS  Google Scholar 

  2. J.A. Logan, J. Geophys. Res. 90, 10463 (1985).

    Article  Google Scholar 

  3. A. Volz and D. Kley, Nature 332, 240 (1988).

    Article  CAS  Google Scholar 

  4. R.A. Skeffington and T.M. Roberts, Oecologia 65, 201 (1985).

    Article  Google Scholar 

  5. D. Moller, Atmos. Environ. 23, 1625 (1989).

    Article  Google Scholar 

  6. H. Mehlhorn, J.M. O’shea, and A.R. Wellbum, J. Exp. Botany 42, 17 (1991).

    Article  CAS  Google Scholar 

  7. W.H. Smith, Chem. Eng. News, Nov. 11, 30 (1991).

    Google Scholar 

  8. R. Atkinson, S.M. Aschmann, J. Arey, and B. Shorees, J. Geophys. Res. 97, 6065 (1992).

    Article  CAS  Google Scholar 

  9. H. Niki, P.D. Maker, C.M. Savage, L.P. Breitenbach, and M.D. Hurley, J. Phys. Chem. 91, 941 (1987).

    Article  CAS  Google Scholar 

  10. S.E. Paulson, R.C. Flagan, and J.H. Seinfeld, Int. J. Chem. Kinet. 24, 103 (1992).

    Article  CAS  Google Scholar 

  11. S.E. Paulson and J.H. Seinfeld, Environ. Sci. Technol. 26, 1165 (1992).

    Article  CAS  Google Scholar 

  12. D. Schuetzle and R.A. Rasmussen, J. Air Pollut. Control Assoc. 28, 236 (1978).

    CAS  Google Scholar 

  13. Y. Yokouchi and Y. Ambe, Atmos. Environ. 19, 1271 (1985).

    Article  CAS  Google Scholar 

  14. S.N. Pandis, S.E. Paulson, J.H. Seinfeld, and R.C. Flagan, Atmos. Environ. 25A, 997 (1991).

    Google Scholar 

  15. P.L. Hanst, J.W. Spence, and E.O. Edney, Atmos. Environ. 14, 1077 (1980).

    Article  CAS  Google Scholar 

  16. S. Hatakeyama, K. Izumi, T. Fukuyama, and H. Akimoto, J. Geophys. Res. 94, 13013 (1989).

    Article  CAS  Google Scholar 

  17. R. Criegee and G. Wenner, Liebigs Ann. Chem. 564, 9 (1949).

    Article  CAS  Google Scholar 

  18. H. Niki, P.D. Maker, C.M. Savage, and L.P. Breitenbach, Chem. Phys. Lett. 46, 327 (1977).

    Article  CAS  Google Scholar 

  19. I. Barnes and W.D. McGrath, J. Photochem. 33, 137 (1986).

    Article  CAS  Google Scholar 

  20. B.J Finlayson, J.N. Pitts, Jr., and H. Akimoto, Chem. Phys. Lett. 12, 495 (1971).

    Article  Google Scholar 

  21. L.B. Harding and W.A. Goddard, III, J. Am. Chem. Soc. 100, 7180 (1978).

    Article  CAS  Google Scholar 

  22. R. Criegee and G. Lohaus, Liebigs Ann. Chem. 583, 6 (1953).

    Google Scholar 

  23. R. Criegee, G. Blust, and H. Zinke, Chem. Ber. 87, 766 (1954).

    Article  CAS  Google Scholar 

  24. W.R. Wadt and W.A. Goddard, III, J. Am. Chem. Soc. 97, 3004 (1975).

    Article  CAS  Google Scholar 

  25. G. Karlström, S. Engström, and B. Jösson, Chem. Phys. Lett. 67, 343 (1979).

    Article  Google Scholar 

  26. F.J. Lovas and R.D. Suenram, Chem. Phys. Lett. 51, 453 (1977).

    Article  CAS  Google Scholar 

  27. R.I. Martinez, R.E. Huie, and J.T. Herron, Chem. Phys. Lett. 51, 457 (1977).

    Article  CAS  Google Scholar 

  28. R.W. Murray and R. Jeyaraman, J. Org. Chem. 50, 2847 (1985).

    Article  CAS  Google Scholar 

  29. F. Su, J.G. Calvert, and J.H. Shaw, J. Phys. Chem. 84, 239 (1980).

    Article  CAS  Google Scholar 

  30. H. Niki, P.D. Maker, C.M. Savage, and L.P. Breitenbach, J. Phys. Chem. 85, 1024 (1981).

    Article  CAS  Google Scholar 

  31. C.S. Kan, F. Su, J.G. Calvert, and J.H. Shaw, J. Phys. Chem. 85, 2359 (1981).

    Article  CAS  Google Scholar 

  32. S. Hatakeyama, H. Kobayashi, and H. Akimoto, J. Phys. Chem. 88, 4736 (1984).

    Article  CAS  Google Scholar 

  33. O. Horie and G.K. Moortgat, Atmos. Environ. 25A, 1881 (1991).

    CAS  Google Scholar 

  34. S. Hatakeyama, H. Kobayashi, Z.-Y. Lin, H. Takagi, and H. Akimoto, J. Phys. Chem. 90, 4131 (1986).

    Article  CAS  Google Scholar 

  35. H. Niki, P.D. Maker, C.M. Savage, and L.P. Breitenbach, Environ. Sci. Technol. 17, 312A (1983).

    Article  CAS  Google Scholar 

  36. J. Zhang, S. Hatakeyama, and H. Akimoto, Int. J. Chem. Kinet. 15, 655 (1993).

    Article  Google Scholar 

  37. S. Hatakeyama, S. Honda, and H. Akimoto, Bull. Chem. Soc. Jpn. 58, 2411 (1985).

    Article  CAS  Google Scholar 

  38. G. Karström and B.O. Roos, Chem. Phys. Lett. 79, 416 (1981).

    Article  Google Scholar 

  39. J.T. Herron and R.E. Huie, J. Am. Chem. Soc. 99, 5430 (1977).

    Article  CAS  Google Scholar 

  40. R.I. Martinez and J.T. Herron, J. Phys. Chem. 91, 946 (1987).

    Article  CAS  Google Scholar 

  41. R.I. Martinez and J.T. Herron, J. Phys. Chem. 92, 4644 (1988).

    Article  CAS  Google Scholar 

  42. H. Kühne, S. Vaccani, T.-K. Ha, A. Bauder, and Hs.H. Günthard, Chem. Phys. Lett. 38, 449 (1976).

    Article  Google Scholar 

  43. J.T. Herron, R.I. Martinez, and R.E. Huie, Int. J. Chem. Kinet. 14, 201 (1982).

    Article  CAS  Google Scholar 

  44. S. Hatakeyama and H. Akimoto, Bull. Chem. Soc. Jpn. 56, 655 (1983).

    Article  CAS  Google Scholar 

  45. R. Atkinson and A.C. Lloyd, J. Phys. Chem. Ref. Data 13, 315 (1984).

    CAS  Google Scholar 

  46. R.A. Cox and S.A. Penkett, Nature 230, 321 (1971).

    Article  CAS  Google Scholar 

  47. R.L. Daubendiek and J.G. Calvert, Environ. Lett. 8, 103 (1975).

    Article  CAS  Google Scholar 

  48. R.A. Cox and S.A. Penkett, J. Chem. Soc., Faraday Trans. I 68, 1735 (1972).

    CAS  Google Scholar 

  49. J.G. Calvert, F. Su, J.W. Bottenheim, and O.P. Strausz, Atmos. Environ. 12, 197 (1978).

    Article  CAS  Google Scholar 

  50. J.G. Calvert and W.R. Stockwell, Environ. Sci. Technol. 17, 428A (1983).

    Article  CAS  Google Scholar 

  51. K. Izumi, M. Mizuochi, K. Murano, and T. Fukuyama, Atmos. Environ. 21, 1541 (1987).

    Article  CAS  Google Scholar 

  52. H.-R. Schulten and U. Schurath, J. Phys. Chem. 79, 51 (1975).

    Article  CAS  Google Scholar 

  53. R.I. Martinez and J.T. Herron, J. Environ. Sci. Health A16, 623 (1981).

    Article  CAS  Google Scholar 

  54. R.I. Martinez and J.T. Herron, J. Environ. Sci. Health A18, 739 (1983).

    Article  CAS  Google Scholar 

  55. S. Hatakeyama and H. Akimoto, Nippon Kagaku Kaishi (in Japanese) 785 (1992).

  56. S. Hatakeyama, H. Bandow, M. Okuda, and H. Akimoto, J. Phys. Chem. 85, 2249 (1981).

    Article  CAS  Google Scholar 

  57. W.C. Keen and J.N. Galloway, J. Geophys. Res. 91, 14466 (1986).

    Article  Google Scholar 

  58. B. Veyret, R. Lesclaux, M.-T. Rayez, J.-C. Rayez, R.A. Cox, and G.K. Moortgat, J. Phys. Chem. 93, 2368 (1989).

    Article  CAS  Google Scholar 

  59. J.P. Burrows, G.K. Moortgat, G.S. Tyndall, R.A. Cox, M.E. Jenkin, G.D. Hayman, and B. Veyret, J. Phys. Chem. 93, 2375 (1989).

    Article  CAS  Google Scholar 

  60. S. Gäb, E. Hellpointner, W.T. Turner, and F. Korte, Nature 316, 535 (1985).

    Article  Google Scholar 

  61. E. Hellpointner and S. Gäb, Nature 337, 631 (1989).

    Article  CAS  Google Scholar 

  62. C.N. Hewitt, G.L. Kok, and R. Fall, Nature 344, 56 (1990).

    Article  CAS  Google Scholar 

  63. N. Hewitt and G. Terry, Environ. Sci. Technol. 26, 1890 (1992).

    Article  CAS  Google Scholar 

  64. C.N. Hewitt and G.L. Kok, J. Atmos. Chem. 12, 181 (1991).

    Article  CAS  Google Scholar 

  65. K.H. Becker, K.J. Brockmann, and J. Bechara, Nature 346, 256 (1990).

    Article  CAS  Google Scholar 

  66. R. Simonaitis, K.J. Olszyna, and J.F. Meagher, Geophys. Res. Lett. 18, 9 (1991).

    Article  CAS  Google Scholar 

  67. K.H. Becker, J. Bechara, and K.J. Brockmann, Atmos. Environ. 27A, 57 (1993).

    Google Scholar 

  68. S. Hatakeyama, H. Lai, S. Gao, and K. Murano, Chem. Lett. 1287 (1993).

  69. S. Marklund, Acta Chem. Scand. 25, 3517 (1971).

    Article  CAS  Google Scholar 

  70. R. Atkinson, D.L. Baulch, R.A. Cox, R.F. Hampson, Jr., J.A. Kerr, and J. Troe, J. Phys. Chem. Ref. Data 18, 881 (1989).

    Article  CAS  Google Scholar 

  71. M. Suto, E.R. Manzanares, and L.C. Lee, Environ. Sci. Technol. 19, 815 (1985).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. National Institute for Environmental Studies, 305, Tsukuba, Ibaraki, Japan

    S. Hatakeyama

  2. Res. Center Adv. Sci. Technol., The University of Tokyo, 4-6-1, Komaba, Meguro-ku, 153, Tokyo, Japan

    H. Akimoto

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  1. S. Hatakeyama
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  2. H. Akimoto
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Hatakeyama, S., Akimoto, H. Reactions of criegee intermediates in the gas phase. Res Chem Intermed 20, 503–524 (1994). https://doi.org/10.1163/156856794X00432

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  • DOI: https://doi.org/10.1163/156856794X00432

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