Journal
JOURNAL OF PHYSICAL CHEMISTRY A
Volume 121, Issue 22, Pages 4272-4282Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jpca.7b03310
Keywords
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Funding
- NIH [S10 RR026641]
- National Science Foundation [CHE 1306386]
- National Aeronautics and Space Administration [NNX15AP20G]
- CIRES Innovative Research Proposal
- NIH/CU Molecular Biophysics Training Program
- NASA Headquarters under the NASA Earth and Space Science Fellowship Program [NNX13AP85H]
- University of Colorado Center for the Study of Origins
- CIRES Graduate Student Research Award
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1306386] Funding Source: National Science Foundation
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The aqueous phase photochemistry of pyruvic acid, an important oxidation product of isoprene, is known to generate larger oligomeric species that may contribute to the formation of secondary organic aerosol in the atmosphere. Using high resolution negative mode electrospray ionization mass spectrometry, the aqueous photochemistry of dilute solutions of pyruvic acid (10, 1, and 0.5 mM) under anaerobic conditions was investigated. Even at the lowest concentration, covalently bonded dimers and trimers of pyruvic acid were observed as photochemical products. We calculate that it is energetically possible to photo chemically generate parapyruvic acid, a dimer of pyruvic acid that is known to form via dark oligomerization processes. Subsequent photochemical reactions of parapyruvic acid with pyruvic acid form larger oligomeric products, such as 2,4-dihydroxy-2-methyl-5-oxohexanoic acid. A robust and relatively simple photochemical mechanism is discussed that explains both the conditional dependence and wide array of products that are observed.
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