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Published August 17, 2017 | Supplemental Material
Journal Article Open

Criegee Intermediates React with Levoglucosan on Water


Levoglucosan (Levo), a C_6-anhydrosaccharide produced in the combustion of cellulosic materials, is the major component of aerosols produced from biomass burning over vast regions worldwide. Levo has long been considered chemically inert and thus has been used as a tracer of biomass burning sources. However, we now show that sugars including Levo, glucose, arabitol, and mannitol react rapidly with Criegee intermediates (CIs) generated during the ozonolysis of sesquiterpenes on the surface of water:acetonitrile microjets. Hydrophilic Levo reacts faster with CIs than with water or surface-active 1-octanol at air–aqueous interfaces. This unexpected phenomenon is likely associated with the relatively low water density at air–aqueous interfaces coupled with a higher gas-phase acidity of the saccharide hydroxyl groups (i.e., −OH) versus n-alkanols. Results presented herein show that aerosol saccharides are in fact reactive toward CIs. Given the abundance of saccharides in the atmosphere, they may be important contributors to the growth and mass loading of secondary organic aerosols.

Additional Information

© 2017 American Chemical Society. Received: June 29, 2017. Accepted: August 2, 2017. Published: August 2, 2017. We are grateful to Prof. Yosuke Sakamoto of Kyoto University, and Drs. Satoshi Inomata, Akihiro Fushimi, and Kei Sato of NIES for valuable discussions. This work is partly supported by the research foundation for opto-science and technology, JSPS KAKENHI Grant Numbers 15H05328 and 15K12188. Author Contributions: S.E. designed and performed research; S.E. and A.J.C. analyzed data; S.E., M.R.H., and A.J.C. wrote the paper. The authors declare no competing financial interest.

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August 19, 2023
October 17, 2023