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Published July 14, 2017 | Supplemental Material
Journal Article Open

Efficient scavenging of Criegee intermediates on water by surface-active cis-pinonic acid


cis-Pinonic acid (CPA), the main product of the atmospheric oxidation of biogenic α-pinene emissions and a major component of secondary organic aerosol (SOA), is a potentially key species en route to extremely low volatility compounds. Here, we report that CPA is an exceptionally efficient scavenger of Criegee intermediates (CIs) on aqueous surfaces. Against expectations, millimolar CPA (a surface-active C10 keto-carboxylic acid possessing a rigid skeleton) is able to compete with 23 M bulk water for the CIs produced in the ozonolysis of sesquiterpene solutes by O_3(g) on the surface of a water:acetonitrile solvent. The significance of this finding is that CPA reactions with sesquiterpene CIs on the surface of aqueous organic aerosols would directly generate C_(25) species. The finding that competitive reactions at the air–liquid interface depend on interfacial rather than bulk reactant concentrations should be incorporated in current chemical models dealing with SOA formation, growth and aging.

Additional Information

© 2017 the Owner Societies. The article was received on 04 Apr 2017, accepted on 14 Jun 2017 and first published on 16 Jun 2017. Author contributions: S. E. designed and performed research; S. E. and A. J. C. analyzed data and wrote the paper. This work is partly supported by the research foundation for opto-science and technology, JSPS KAKENHI grant numbers 15H05328 and 15K12188.

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