Formation of highly oxidized, stable products from multiphase ozonolysis reactions

Ozonolysis reactions in the condensed phase lead to a range of oxygenated products, many of which form via the Criegee intermediate. In some cases, some of the products (e.g. epoxides) are known to be highly toxic and in other cases (e.g. peroxides) their biological importance is less well understood. This talk will focus on the laboratory identification of highly oxygenated species that arise from a range of multiphase ozonolysis reactions. Results will be presented for formation of: epoxydiols from benzo[a]pyrene, formation of secondary ozonides from unsaturated triglycerides and fatty acids, hydroperoxide esters from mixtures of alkenes and carboxylic acids, and environmentally persistent free radicals from a range of PAHs. The results will be placed into an environmental context by discussing where these multiphase processes are most likely occurring in the environment.