Rapid Aqueous-Phase Hydrolysis of Ester Hydroperoxides Arising from Criegee Intermediates and Organic Acids

The Journal of Physical Chemistry. a
Ran ZhaoJohn H Seinfeld

Abstract

Stabilized Criegee intermediates react with organic acids in the gas phase and at the air-water interface to form a class of ester hydroperoxides, α-acyloxyalkyl hydroperoxides (αAAHPs). A number of recent studies have proposed the importance of αAAHPs to the formation and growth of secondary organic aerosol (SOA). The chemistry of αAAHPs has not been investigated due to a lack of commercially available chemical standards. In this work, the behavior of αAAHPs in condensed phases is investigated for the first time. Experiments were performed with two synthesized αAAHP species. αAAHPs decomposed rapidly in the aqueous phase, with the rate highly dependent on the solvent, temperature, solution pH, and other compounds present in the solution. The measured 1st-order decomposition rate coefficient varied between 10-3 and 10-5 s-1 under the conditions examined in this work. Elucidation of the reaction mechanism is complicated by byproducts arising from the synthetic procedure, but observations are consistent with a base-catalyzed hydrolysis of αAAHPs. The rapid hydrolysis of αAAHPs observed in this work implies their short lifetimes in ambient cloud and fog waters. Decomposition of αAAHPs likely gives rise to smaller peroxides, such a...Continue Reading

References

Aug 6, 2003·Free Radical Biology & Medicine·Florence TaoLester Kobzik
Jun 30, 2005·Environmental Science & Technology·Kenneth S DochertyPaul J Ziemann
Sep 8, 2006·Environmental Science & Technology·Chuautemoc ArellanesConstantinos Sioutas
Jan 11, 2013·Journal of Mass Spectrometry : JMS·Bartłomiej Witkowski, Tomasz Gierczak
Jul 5, 2013·Environmental Science & Technology·Takemitsu ArakakiYouichi Miyagi
Oct 8, 2013·Physical Chemistry Chemical Physics : PCCP·Craig A TaatjesCarl J Percival
Nov 30, 2013·Physical Chemistry Chemical Physics : PCCP·Daniel StonePaul Seakins
Sep 27, 2014·Physical Chemistry Chemical Physics : PCCP·Manoj KumarWard H Thompson
Jan 23, 2015·Environmental Science & Technology·V Faye McNeill
Apr 22, 2015·Chemical Reviews·Barbara Ervens
May 27, 2015·Environmental Science & Technology·Anke MutzelHartmut Herrmann
Nov 19, 2015·Proceedings of the National Academy of Sciences of the United States of America·Xuan ZhangJohn H Seinfeld
Aug 11, 2016·Journal of the American Chemical Society·Chongqin ZhuXiao Cheng Zeng
Mar 21, 2017·The Journal of Physical Chemistry Letters·Shinichi Enami, A J Colussi
May 5, 2017·Angewandte Chemie·Jie ZhongXiao C Zeng
Jun 24, 2017·Physical Chemistry Chemical Physics : PCCP·Shinichi Enami, A J Colussi
Nov 8, 2017·Environmental Science & Technology·Manabu ShiraiwaKei Sato
Mar 23, 2018·Journal of the American Chemical Society·Manoj KumarJoseph S Francisco

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Citations

Nov 13, 2019·Environmental Science. Processes & Impacts·Jonathan P D Abbatt, Chen Wang
Mar 24, 2020·Science Advances·V PospisilovaJ G Slowik
Feb 24, 2021·Physical Chemistry Chemical Physics : PCCP·Mingxi HuShinichi Enami
Dec 8, 2020·Angewandte Chemie·Zahid HassanStefan Bräse
Apr 28, 2021·The Journal of Physical Chemistry. a·Shinichi Enami
Sep 6, 2018·The Journal of Physical Chemistry. a·Junting QiuShinichi Enami
Jul 11, 2018·The Journal of Physical Chemistry. a·Junting QiuShinichi Enami
Aug 14, 2020·Environmental Science & Technology·Junting QiuShinichi Enami
Nov 24, 2019·Environmental Science & Technology·Caleb ArataAllen H Goldstein
Sep 10, 2019·The Journal of Physical Chemistry Letters·Junting QiuShinichi Enami
Nov 25, 2020·The Journal of Physical Chemistry. a·Mingxi HuShinichi Enami
Jul 23, 2019·The Journal of Physical Chemistry. a·Junting QiuShinichi Enami

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