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Although no detailed experimental studies on the ozonation of the parent hydrazine were undertaken, it was obvious from our preliminary experiments that HOOOH was formed in good yields in all the solvents investigated.
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Lerner et al. have reported a surprising observation that ozone is formed (besides hydrogen peroxide) in biological systems and that the first step of its formation most likely involves the antibody catalyzed conversion of molecular singlet oxygen and water to HOOOH (see ref 9).
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104
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Water is most probably also formed in the reaction of ozone with hydrogen trioxide and hydrogen peroxide (Xu, X.; Goddard, W. A., III. Proc. Natl. Acad. Sci. USA, 2002, 99, 15 308). However, control experiments (-78 °C) showed that these processes are rather slow under experimental conditions investigated.
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For previous studies on the ozonation of carbon-nitrogen double bonds, see: (a) Erickson, R. E.; Andrulis, P. J., Jr.; Collins, J. C. Lungle, M. L.; Merger, G. D. J. Org. Chem. 1969, 34, 2961.
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