Gas-phase Observations of Accretion Products from Stabilized Criegee Intermediates in Terpene Ozonolysis with Two Dicarboxylic Acids

Abstract. Criegee intermediates (CIs), forming from the ozonolysis of alkenes, are highly reactive species with diverse reaction pathways, with important roles in atmospheric chemistry. This study focuses on the formation of accretion products through reactions of thermally stabilized CIs (sCIs) from the ozonolysis of three different terpenes (α-pinene, β-pinene, and β-caryophyllene) with malonic and oxalic acids. Our experimental results demonstrate that these reactions efficiently produce the expected accretion products, though with apparent variations in yields depending on the specific terpene and acid involved. To our knowledge, these are the first direct gas-phase observations of expected adducts from terpene-derived sCIs and carboxylic acids, paving the way for a better understanding of the importance and atmospheric implications of these reactions, especially in terms of aerosol-forming capabilities of these large product molecules.