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Title: Criegee intermediates and their impacts on the troposphere

Abstract

We report Criegee intermediates (CIs), carbonyl oxides formed in ozonolysis of alkenes, play key roles in the troposphere. The decomposition of CIs can be a significant source of OH to the tropospheric oxidation cycle especially during nighttime and winter months. A variety of model-measurement studies have estimated surface-level stabilized Criegee intermediate (sCI) concentrations on the order of 1 × 104 cm-3 to 1 × 105 cm-3, which makes a non-negligible contribution to the oxidising capacity in the terrestrial boundary layer. The reactions of sCI with the water monomer and the water dimer have been found to be the most important bimolecular reactions to the tropospheric sCI loss rate, at least for the smallest carbonyl oxides; the products from these reactions (e.g. hydroxymethyl hydroperoxide, HMHP) are also of importance to the atmospheric oxidation cycle. The sCI can oxidise SO2 to form SO3, which can go on to form a significant amount of H2SO4 which is a key atmospheric nucleation species and therefore vital to the formation of clouds. Lastly, the sCI can also react with carboxylic acids, carbonyl compounds, alcohols, peroxy radicals and hydroperoxides, and the products of these reactions are likely to be highly oxygenated species, with low vapour pressures,more » that can lead to nucleation and SOA formation over terrestrial regions.« less

Authors:
ORCiD logo [1]; ORCiD logo [2]; ORCiD logo [3]; ORCiD logo [3]; ORCiD logo [1]
  1. University of Bristol (United Kingdom). School of Chemistry
  2. California Inst. of Technology (CalTech), Pasadena, CA (United States). Jet Propulsion Laboratory
  3. Sandia National Lab. (SNL-CA), Livermore, CA (United States). Combustion Research Facility
Publication Date:
Research Org.:
Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences, and Biosciences Division; USDOE National Nuclear Security Administration (NNSA)
OSTI Identifier:
1426808
Report Number(s):
SAND-2018-1551J
Journal ID: ISSN 2050-7887; ESPICZ; 660688
Grant/Contract Number:  
AC04-94AL85000; NA0003525
Resource Type:
Accepted Manuscript
Journal Name:
Environmental Science: Processes & Impacts
Additional Journal Information:
Journal Volume: 20; Journal Issue: 3; Journal ID: ISSN 2050-7887
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 54 ENVIRONMENTAL SCIENCES

Citation Formats

Khan, M. A. H., Percival, C. J., Caravan, R. L., Taatjes, C. A., and Shallcross, D. E. Criegee intermediates and their impacts on the troposphere. United States: N. p., 2018. Web. doi:10.1039/C7EM00585G.
Khan, M. A. H., Percival, C. J., Caravan, R. L., Taatjes, C. A., & Shallcross, D. E. Criegee intermediates and their impacts on the troposphere. United States. https://doi.org/10.1039/C7EM00585G
Khan, M. A. H., Percival, C. J., Caravan, R. L., Taatjes, C. A., and Shallcross, D. E. Thu . "Criegee intermediates and their impacts on the troposphere". United States. https://doi.org/10.1039/C7EM00585G. https://www.osti.gov/servlets/purl/1426808.
@article{osti_1426808,
title = {Criegee intermediates and their impacts on the troposphere},
author = {Khan, M. A. H. and Percival, C. J. and Caravan, R. L. and Taatjes, C. A. and Shallcross, D. E.},
abstractNote = {We report Criegee intermediates (CIs), carbonyl oxides formed in ozonolysis of alkenes, play key roles in the troposphere. The decomposition of CIs can be a significant source of OH to the tropospheric oxidation cycle especially during nighttime and winter months. A variety of model-measurement studies have estimated surface-level stabilized Criegee intermediate (sCI) concentrations on the order of 1 × 104 cm-3 to 1 × 105 cm-3, which makes a non-negligible contribution to the oxidising capacity in the terrestrial boundary layer. The reactions of sCI with the water monomer and the water dimer have been found to be the most important bimolecular reactions to the tropospheric sCI loss rate, at least for the smallest carbonyl oxides; the products from these reactions (e.g. hydroxymethyl hydroperoxide, HMHP) are also of importance to the atmospheric oxidation cycle. The sCI can oxidise SO2 to form SO3, which can go on to form a significant amount of H2SO4 which is a key atmospheric nucleation species and therefore vital to the formation of clouds. Lastly, the sCI can also react with carboxylic acids, carbonyl compounds, alcohols, peroxy radicals and hydroperoxides, and the products of these reactions are likely to be highly oxygenated species, with low vapour pressures, that can lead to nucleation and SOA formation over terrestrial regions.},
doi = {10.1039/C7EM00585G},
journal = {Environmental Science: Processes & Impacts},
number = 3,
volume = 20,
place = {United States},
year = {Thu Feb 15 00:00:00 EST 2018},
month = {Thu Feb 15 00:00:00 EST 2018}
}

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Cited by: 130 works
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Figures / Tables:

Figure 1 Figure 1: Formation of a primary ozonide followed by decomposition to a carbonyl and Criegee intermediate

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Reactivity of stabilized Criegee intermediates (sCIs) from isoprene and monoterpene ozonolysis toward SO 2 and organic acids
journal, January 2014


Multiphase reactivity of gaseous hydroperoxide oligomers produced from isoprene ozonolysis in the presence of acidified aerosols
journal, March 2017


Atmospheric Chemistry of Criegee Intermediates: Unimolecular Reactions and Reactions with Water
journal, October 2016

  • Long, Bo; Bao, Junwei Lucas; Truhlar, Donald G.
  • Journal of the American Chemical Society, Vol. 138, Issue 43
  • DOI: 10.1021/jacs.6b08655

Role of the reaction of stabilized Criegee intermediates with peroxy radicals in particle formation and growth in air
journal, January 2015

  • Zhao, Yue; Wingen, Lisa M.; Perraud, Véronique
  • Physical Chemistry Chemical Physics, Vol. 17, Issue 19
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Unimolecular decay strongly limits the atmospheric impact of Criegee intermediates
journal, January 2017

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  • Physical Chemistry Chemical Physics, Vol. 19, Issue 47
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UV absorption probing of the conformer-dependent reactivity of a Criegee intermediate CH 3 CHOO
journal, January 2014

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  • Phys. Chem. Chem. Phys., Vol. 16, Issue 48
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Infrared Absorption Spectrum of the Simplest Criegee Intermediate CH2OO
journal, April 2013


Decomposition pathways of the excited Criegee intermediates in the ozonolysis of simple alkenes
journal, January 1991


Communication: Real time observation of unimolecular decay of Criegee intermediates to OH radical products
journal, February 2016

  • Fang, Yi; Liu, Fang; Barber, Victoria P.
  • The Journal of Chemical Physics, Vol. 144, Issue 6
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Kinetics of CH 2 OO reactions with SO 2 , NO 2 , NO, H 2 O and CH 3 CHO as a function of pressure
journal, January 2014

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Theoretical Study of the Reaction of Carbonyl Oxide with Nitrogen Dioxide: CH 2 OO + NO 2 : THEORETICAL STUDY OF THE REACTION OF CARBONYL OXIDE WITH NITROGEN DIOXIDE
journal, August 2017

  • Vereecken, L.; Nguyen, H. M. T.
  • International Journal of Chemical Kinetics, Vol. 49, Issue 10
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Gas-Phase Ozonolysis of Alkenes:  Formation of OH from Anti Carbonyl Oxides
journal, July 2002

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  • Journal of the American Chemical Society, Vol. 124, Issue 29
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A large and ubiquitous source of atmospheric formic acid
journal, January 2015

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  • Atmospheric Chemistry and Physics, Vol. 15, Issue 11
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Mechanism of ozonolysis
journal, October 1968


Reactions between Criegee Intermediates and the Inorganic Acids HCl and HNO 3 : Kinetics and Atmospheric Implications
journal, July 2016

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Measuring rate Constants for Reactions of the Simplest Criegee Intermediate Ch2oo by Monitoring the oh Radical
conference, June 2014

  • Liu, Yingdi; Sander, Stanley; Bayes, Kyle
  • Proceedings of the 69th International Symposium on Molecular Spectroscopy
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Temperature-Dependence of the Rates of Reaction of Trifluoroacetic Acid with Criegee Intermediates
journal, June 2017

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Works referencing / citing this record:

Investigating the Tropospheric Chemistry of Acetic Acid Using the Global 3‐D Chemistry Transport Model, STOCHEM‐CRI
journal, June 2018

  • Khan, M. Anwar H.; Lyons, Kyle; Chhantyal‐Pun, Rabi
  • Journal of Geophysical Research: Atmospheres, Vol. 123, Issue 11
  • DOI: 10.1029/2018jd028529

Rapid unimolecular reaction of stabilized Criegee intermediates and implications for atmospheric chemistry
journal, May 2019


Calculation of the absolute photoionization cross-sections for C1–C4 Criegee intermediates and vinyl hydroperoxides
journal, April 2019

  • Huang, Can; Yang, Bin; Zhang, Feng
  • The Journal of Chemical Physics, Vol. 150, Issue 16
  • DOI: 10.1063/1.5088408

Fourier-transform microwave spectroscopy on weakly bound complexes of CH 2 OO with Ar, CO, and N 2
journal, August 2019

  • Nakajima, Masakazu; Endo, Yasuki
  • The Journal of Chemical Physics, Vol. 151, Issue 6
  • DOI: 10.1063/1.5116165

Unimolecular decay dynamics of Criegee intermediates: Energy-resolved rates, thermal rates, and their atmospheric impact
journal, December 2019