Characterization of Polar Organosulfates in Secondary Organic Aerosol from the Green Leaf Volatile 3-Z-Hexenal. Shalamzari, M., S., Kahnt, A., Vermeylen, R., Kleindienst, T., E., Lewandowski, M., Cuyckens, F., Maenhaut, W., & Claeys, M. Environmental science & technology, 10, 2014.
Characterization of Polar Organosulfates in Secondary Organic Aerosol from the Green Leaf Volatile 3-Z-Hexenal. [pdf]Paper  Characterization of Polar Organosulfates in Secondary Organic Aerosol from the Green Leaf Volatile 3-Z-Hexenal. [link]Website  abstract   bibtex   
Evidence is provided that the green leaf volatile 3-Z-hexenal serves as a precursor for biogenic secondary organic aerosol through the formation of polar organosulfates (OSs) with molecular weight (MW) 226. The MW 226 C6-OSs were chemically elucidated, along with structurally similar MW 212 C5-OSs, whose biogenic precursor is likely related to 3-Z-hexenal but still remains unknown. The MW 226 and 212 OSs have a substantial abundance in ambient fine aerosol from K-puszta, Hungary, which is comparable to that of the isoprene-related MW 216 OSs, known to be formed through sulfation of C5-epoxydiols, second-generation gas-phase photooxidation products of isoprene. Using detailed interpretation of negative-ion electrospray ionization mass spectral data, the MW 226 compounds are assigned to isomeric sulfate esters of 3,4-dihydroxyhex-5-enoic acid with the sulfate group located at the C-3 or C-4 position. Two MW 212 compounds present in ambient fine aerosol are attributed to isomeric sulfate esters of 2,3-dihydroxypent-4-enoic acid, of which two are sulfated at C-3 and one is sulfated at C-2. The formation of the MW 226 OSs is tentatively explained through photooxidation of 3-Z-hexenal in the gas phase, resulting in an alkoxy radical, followed by a rearrangement and subsequent sulfation of the epoxy group in the particle phase.

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