Prompt Formation of Organic Acids in Pulse ... - ACS Publications

Jul 15, 2010 - If a similar mechanism operated in water, as it is generally assumed, such ... Junting QiuShinnosuke IshizukaKenichi TonokuraShinichi E...
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Prompt Formation of Organic Acids in Pulse Ozonation of Terpenes on Aqueous Surfaces Shinichi Enami, Michael R. Hoffmann, and A. J. Colussi* W. M. Keck Laboratories, California Institute of Technology, Pasadena, California 91125

ABSTRACT A major atmospheric process, the gas-phase ozonation of terpenes yields suites of products via a cascade of chemically activated intermediates that ranges from primary ozonides to dioxiranes. If a similar mechanism operated in water, as it is generally assumed, such intermediates would be deactivated within picoseconds and, henceforth, be unable to produce carboxylic acids in microseconds. Herein, we report the online electrospray mass spectrometric detection of (M þ 2O - Hþ) and (M þ 3O - Hþ) carboxylates on the surface of aqueous β-caryophyllene (C15H24, M = 204 Da) microjets exposed to a few ppmv of O3(g) for 11 in R