Identification of the acetaldehyde oxide Criegee intermediate reaction network in the ozone-assisted low-temperature oxidation of trans-2-butene

Conrad, Alan R.; Hansen, Nils; Jasper, Ahren W.; Thomason, Natasha K.; Hidaldo-Rodrigues, Laura; Treshock, Sean P.; Popolan-Vaida, Denisia M.

doi:10.1039/d1cp03126k

Title: Identification of the acetaldehyde oxide Criegee intermediate reaction network in the ozone-assisted low-temperature oxidation of trans-2-butene

Journal Article · Tue Oct 05 00:00:00 EDT 2021 · Physical Chemistry Chemical Physics. PCCP

DOI:https://doi.org/10.1039/d1cp03126k· OSTI ID:1878171

Conrad, Alan R. ^[1];

^[2]; Jasper, Ahren W. ^[3]; Thomason, Natasha K. ^[1]; Hidaldo-Rodrigues, Laura ^[1]; Treshock, Sean P. ^[1];

^[1]

Univ. of Central Florida, Orlando, FL (United States)
Sandia National Lab. (SNL-CA), Livermore, CA (United States)
Argonne National Lab. (ANL), Lemont, IL (United States)

Uni- and bi-molecular reactions involving Criegee intermediates (CIs) have been the focus of many studies due to the role these molecules play in atmospheric chemistry. The reactivity of CIs is known to strongly depend on their structure. The reaction network of the second simplest CI, acetaldehyde oxide (CH₃CHOO), is investigated in this work in an atmospheric pressure jet-stirred reactor (JSR) during the ozonolysis of trans-2-butene to explore the kinetic pathways relevant to atmospheric chemistry and low-temperature combustion. The mole fraction profiles of reactants, intermediates, and final products are determined by means of molecular-beam mass spectrometry in conjunction with single-photon ionization employing tunable synchrotron-generated vacuum ultraviolet radiation. A network of CI reactions is identified in the temperature region below 600 K, characterized by CI addition to trans-2-butene, water, formaldehyde, formic acid, and methanol. No sequential additions of the CH₃CHOO CI are observed, in contrast with the reactivity of the simplest CI (H₂COO) and the earlier observation of an extensive reaction network with up to four H₂COO sequential additions (Phys. Chem. Chem. Phys., 2019, 21, 7341–7357). Experimental photoionization efficiency scans recorded at 300 K and 425 K and ab initio threshold energy calculations lead to the identification and quantification of previously elusive intermediates, such as ketohydroperoxide and hydroperoxide species. Specifically, the C₄H₈ + O₃ adduct is identified as a ketohydroperoxide (KHP, 3-hydroperoxybutan-2-one, CH₃C([double bond, length as m-dash]O)CH(CH₃)OOH), while hydroxyacetaldehyde (glycolaldehyde, HCOCH₂OH) formation is attributed to unimolecular isomerization of the CIs. Other hydroperoxide species such as methyl hydroperoxide (CH₃OOH), ethyl hydroperoxide (C₂H₅OOH), butyl hydroperoxide (OOH), hydroperoxyl acetaldehyde (HOOCH₂CHO), hydroxyethyl hydroperoxide (CH₃CH(OH)OOH), but-1-enyl-3-hydroperoxide, and 4-hydroxy-3-methylpentan-2-one (HOCH(CH₃)CH(CH₃)C([double bond, length as m-dash]O)CH₃) are also identified. Detection of additional oxygenated species such as methanol, ethanol, ketene, and aldehydes suggests multiple active oxidation routes. Finally, these results provide additional evidence that CIs are key intermediates of the ozone-unsaturated hydrocarbon reactions providing critical inputs for improved kinetics models.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Argonne National Laboratory (ANL), Argonne, IL (United States); Sandia National Lab. (SNL-CA), Livermore, CA (United States); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division; USDOE National Nuclear Security Administration (NNSA)

Grant/Contract Number:: AC02-06CH11357; NA0003525; AC02-05CH11231

OSTI ID:: 1878171

Alternate ID(s):: OSTI ID: 1825950

Journal Information:: Physical Chemistry Chemical Physics. PCCP, Vol. 23, Issue 41; ISSN 1463-9076

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

References (79)

The oxidation of 2-butene: A high pressure ignition delay, kinetic modeling study and reactivity comparison with isobutene and 1-butene Li, Yang; Zhou, Chong-Wen; Somers, Kieran P. Proceedings of the Combustion Institute, Vol. 36, Issue 1 https://doi.org/10.1016/j.proci.2016.05.052	journal	January 2017
Atmospheric Chemistry of Oxygenated Volatile Organic Compounds: Impacts on Air Quality and Climate Mellouki, A.; Wallington, T. J.; Chen, J. Chemical Reviews, Vol. 115, Issue 10 https://doi.org/10.1021/cr500549n	journal	February 2015
Temperature Gradients in a Continuous Flow Stirred Tank Reactor Azay, Pierre; Côme, Guy-Marie Industrial & Engineering Chemistry Process Design and Development, Vol. 18, Issue 4 https://doi.org/10.1021/i260072a030	journal	October 1979
The reactions of Criegee intermediates with alkenes, ozone, and carbonyl oxides Vereecken, L.; Harder, H.; Novelli, A. Physical Chemistry Chemical Physics, Vol. 16, Issue 9 https://doi.org/10.1039/c3cp54514h	journal	January 2014
Direct observation of vinyl hydroperoxide Liu, Fang; Fang, Yi; Kumar, Manoj Physical Chemistry Chemical Physics, Vol. 17, Issue 32 https://doi.org/10.1039/C5CP02917A	journal	January 2015
Die Ozonisierung des 9,10-Oktalins Criegee, Rudolf; Wenner, Gotthilf Justus Liebigs Annalen der Chemie, Vol. 564, Issue 1 https://doi.org/10.1002/jlac.19495640103	journal	July 1949
Calculation of the absolute photoionization cross-sections for C1–C4 Criegee intermediates and vinyl hydroperoxides Huang, Can; Yang, Bin; Zhang, Feng The Journal of Chemical Physics, Vol. 150, Issue 16 https://doi.org/10.1063/1.5088408	journal	April 2019
Temperature- and Pressure-Dependent Kinetics of CH ₂ OO + CH ₃ COCH ₃ and CH ₂ OO + CH ₃ CHO: Direct Measurements and Theoretical Analysis : TEMPERATURE- AND PRESSURE-DEPENDENT KINETICS OF CH Elsamra, Rehab M. I.; Jalan, Amrit; Buras, Zachary J. International Journal of Chemical Kinetics, Vol. 48, Issue 8 https://doi.org/10.1002/kin.21007	journal	May 2016
Atmospheric Formation of OH Radicals and H2O2 from Alkene Ozonolysis under Humid Conditions Anglada, Josep M.; Aplincourt, Philippe; Bofill, Josep M. ChemPhysChem, Vol. 3, Issue 2 https://doi.org/10.1002/1439-7641(20020215)3:2<215::AID-CPHC215>3.0.CO;2-3	journal	February 2002
The mechanism of ozone-alkene reactions in the gas phase. A mass spectrometric study of the reactions of eight linear and branched-chain alkenes Martinez, Richard I.; Herron, John T.; Huie, Robert E. Journal of the American Chemical Society, Vol. 103, Issue 13 https://doi.org/10.1021/ja00403a031	journal	July 1981
Atmosphere Hydrogen Peroxide and Organic Hydroperoxides: A Review Jackson, A. V.; Hewitt, C. N. Critical Reviews in Environmental Science and Technology, Vol. 29, Issue 2 https://doi.org/10.1080/10643389991259209	journal	April 1999
Criegee Intermediate Reaction with Alcohol Is Enhanced by a Single Water Molecule Lin, Yen-Hsiu; Yin, Cangtao; Lin, Wei-Hong The Journal of Physical Chemistry Letters, Vol. 9, Issue 24 https://doi.org/10.1021/acs.jpclett.8b03349	journal	December 2018
Detection and Identification of the Keto-Hydroperoxide (HOOCH ₂ OCHO) and Other Intermediates during Low-Temperature Oxidation of Dimethyl Ether Moshammer, Kai; Jasper, Ahren W.; Popolan-Vaida, Denisia M. The Journal of Physical Chemistry A, Vol. 119, Issue 28 https://doi.org/10.1021/acs.jpca.5b00101	journal	February 2015
Recent contributions of flame-sampling molecular-beam mass spectrometry to a fundamental understanding of combustion chemistry Hansen, Nils; Cool, Terrill A.; Westmoreland, Phillip R. Progress in Energy and Combustion Science, Vol. 35, Issue 2 https://doi.org/10.1016/j.pecs.2008.10.001	journal	April 2009
Developing detailed chemical kinetic mechanisms for fuel combustion Curran, Henry J. Proceedings of the Combustion Institute, Vol. 37, Issue 1 https://doi.org/10.1016/j.proci.2018.06.054	journal	January 2019
How does substitution affect the unimolecular reaction rates of Criegee intermediates? Yin, Cangtao; Takahashi, Kaito Physical Chemistry Chemical Physics, Vol. 19, Issue 19 https://doi.org/10.1039/C7CP01091E	journal	January 2017
Mechanism of Ozonolysis Criegee, Rudolf Angewandte Chemie International Edition in English, Vol. 14, Issue 11 https://doi.org/10.1002/anie.197507451	journal	November 1975
VUV photophysics of acetic acid: Fragmentation, fluorescence and ionization in the 6–23eV region Leach, Sydney; Schwell, Martin; Jochims, Hans-Werner Chemical Physics, Vol. 321, Issue 1-2 https://doi.org/10.1016/j.chemphys.2005.08.020	journal	January 2006
Mechanism of HO _x Formation in the Gas-Phase Ozone-Alkene Reaction. 2. Prompt versus Thermal Dissociation of Carbonyl Oxides to Form OH Kroll, Jesse H.; Sahay, Shailesh R.; Anderson, James G. The Journal of Physical Chemistry A, Vol. 105, Issue 18 https://doi.org/10.1021/jp004136v	journal	May 2001
Kinetics of the Reactions between the Criegee Intermediate CH ₂ OO and Alcohols Tadayon, Sara V.; Foreman, Elizabeth S.; Murray, Craig The Journal of Physical Chemistry A, Vol. 122, Issue 1 https://doi.org/10.1021/acs.jpca.7b09773	journal	December 2017
Theoretical Investigation of the Reaction between Carbonyl Oxides and Ammonia Jørgensen, Solvejg; Gross, Allan The Journal of Physical Chemistry A, Vol. 113, Issue 38 https://doi.org/10.1021/jp905343u	journal	September 2009
Kinetic studies of ozone assisted low temperature oxidation of dimethyl ether in a flow reactor using molecular-beam mass spectrometry Zhao, Hao; Yang, Xueliang; Ju, Yiguang Combustion and Flame, Vol. 173 https://doi.org/10.1016/j.combustflame.2016.08.008	journal	November 2016
Alkenoxy radicals in gas-phase reactions of alkenes with oxygen atoms or ozone Martinez, Richard I. Chemical Physics Letters, Vol. 98, Issue 5 https://doi.org/10.1016/0009-2614(83)80098-0	journal	July 1983
Effects of the substituents on the reactivity of carbonyl oxides. A theoretical study on the reaction of substituted carbonyl oxides with water Anglada, J. M.; González, J.; Torrent-Sucarrat, M. Physical Chemistry Chemical Physics, Vol. 13, Issue 28 https://doi.org/10.1039/c1cp20872a	journal	January 2011
Identification and Chemistry of C ₄ H ₃ and C ₄ H ₅ Isomers in Fuel-Rich Flames Hansen, Nils; Klippenstein, Stephen J.; Taatjes, Craig A. The Journal of Physical Chemistry A, Vol. 110, Issue 10 https://doi.org/10.1021/jp056769l	journal	March 2006
Gas-Phase Tropospheric Chemistry of Volatile Organic Compounds: 1. Alkanes and Alkenes Atkinson, R. Journal of Physical and Chemical Reference Data, Vol. 26, Issue 2 https://doi.org/10.1063/1.556012	journal	March 1997
Stopped-flow studies of the mechanisms of ozone-alkene reactions in the gas phase: trans-2-butene Martinez, Richard I.; Herron, John T. The Journal of Physical Chemistry, Vol. 92, Issue 16 https://doi.org/10.1021/j100327a017	journal	August 1988
Ozonolysis. Evidence for carbonyl oxide tautomerization and for 1,3-dipolar addition to olefins Story, Paul R.; Burgess, John R. Journal of the American Chemical Society, Vol. 89, Issue 22 https://doi.org/10.1021/ja00998a054	journal	October 1967
Measuring hydroperoxide chain-branching agents during n-pentane low-temperature oxidation Rodriguez, Anne; Herbinet, Olivier; Wang, Zhandong Proceedings of the Combustion Institute, Vol. 36, Issue 1 https://doi.org/10.1016/j.proci.2016.05.044	journal	January 2017
The reactivity of the Criegee intermediate CH ₃ CHOO with water probed by FTMW spectroscopy Cabezas, Carlos; Endo, Yasuki The Journal of Chemical Physics, Vol. 148, Issue 1 https://doi.org/10.1063/1.5009033	journal	January 2018
Direct kinetic measurement of the reaction of the simplest Criegee intermediate with water vapor Chao, W.; Hsieh, J. -T.; Chang, C. -H. Science, Vol. 347, Issue 6223 https://doi.org/10.1126/science.1261549	journal	January 2015
Experimental and kinetic modeling study of trans-2-butene oxidation in a jet-stirred reactor and a combustion bomb Fenard, Yann; Dagaut, Philippe; Dayma, Guillaume Proceedings of the Combustion Institute, Vol. 35, Issue 1 https://doi.org/10.1016/j.proci.2014.05.007	journal	January 2015
Detailed mass spectrometric and modeling study of isomeric butene flames Schenk, Marina; Leon, Larisa; Moshammer, Kai Combustion and Flame, Vol. 160, Issue 3 https://doi.org/10.1016/j.combustflame.2012.10.023	journal	March 2013
The tropospheric degradation of volatile organic compounds: a protocol for mechanism development Jenkin, Michael E.; Saunders, Sandra M.; Pilling, Michael J. Atmospheric Environment, Vol. 31, Issue 1 https://doi.org/10.1016/S1352-2310(96)00105-7	journal	January 1997
A kinetic study of the CH ₂ OO Criegee intermediate self-reaction, reaction with SO ₂ and unimolecular reaction using cavity ring-down spectroscopy Chhantyal-Pun, Rabi; Davey, Anthony; Shallcross, Dudley E. Physical Chemistry Chemical Physics, Vol. 17, Issue 5 https://doi.org/10.1039/C4CP04198D	journal	January 2015
The gas-phase ozonolysis of unsaturated volatile organic compounds in the troposphere Johnson, David; Marston, George Chemical Society Reviews, Vol. 37, Issue 4 https://doi.org/10.1039/b704260b	journal	January 2008
Direct Kinetic Measurements of Criegee Intermediate (CH2OO) Formed by Reaction of CH2I with O2 Welz, O.; Savee, J. D.; Osborn, D. L. Science, Vol. 335, Issue 6065 https://doi.org/10.1126/science.1213229	journal	January 2012
Re-examining ammonia addition to the Criegee intermediate: converging to chemical accuracy Misiewicz, Jonathon P.; Elliott, Sarah N.; Moore, Kevin B. Physical Chemistry Chemical Physics, Vol. 20, Issue 11 https://doi.org/10.1039/C7CP08582F	journal	January 2018
Plasma assisted combustion: Dynamics and chemistry Ju, Yiguang; Sun, Wenting Progress in Energy and Combustion Science, Vol. 48 https://doi.org/10.1016/j.pecs.2014.12.002	journal	June 2015
Hydroperoxide Measurements During Low-Temperature Gas-Phase Oxidation of n- Heptane and n- Decane Rodriguez, Anne; Herbinet, Olivier; Meng, Xiangzan The Journal of Physical Chemistry A, Vol. 121, Issue 9 https://doi.org/10.1021/acs.jpca.6b10378	journal	February 2017
Atmospheric methanol budget and ocean implication: ATMOSPHERIC BUDGET OF METHANOL Heikes, Brian G.; Chang, Wonil; Pilson, Michael E. Q. Global Biogeochemical Cycles, Vol. 16, Issue 4 https://doi.org/10.1029/2002GB001895	journal	December 2002
Structure-dependent reactivity of Criegee intermediates studied with spectroscopic methods Jr-Min Lin, Jim; Chao, Wen Chemical Society Reviews, Vol. 46, Issue 24 https://doi.org/10.1039/C7CS00336F	journal	January 2017
Hydrogen peroxide and organic hydroperoxide in the troposphere: a review Lee, Meehye; Heikes, Brian G.; O'Sullivan, Daniel W. Atmospheric Environment, Vol. 34, Issue 21 https://doi.org/10.1016/S1352-2310(99)00432-X	journal	January 2000
Observation of hydroperoxyethyl formate from the reaction between the methyl Criegee intermediate and formic acid Cabezas, Carlos; Endo, Yasuki Physical Chemistry Chemical Physics, Vol. 22, Issue 2 https://doi.org/10.1039/C9CP05030B	journal	January 2020
Hydroxyl radical production from the gas-phase reactions of ozone with a series of alkenes under atmospheric conditions Atkinson, Roger; Aschmann, Sara M. Environmental Science & Technology, Vol. 27, Issue 7 https://doi.org/10.1021/es00044a010	journal	July 1993
First space-based derivation of the global atmospheric methanol emission fluxes Stavrakou, T.; Guenther, A.; Razavi, A. Atmospheric Chemistry and Physics, Vol. 11, Issue 10 https://doi.org/10.5194/acp-11-4873-2011	journal	January 2011
Absorption cross-sections of ozone in the ultraviolet and visible spectral regions: Status report 2015 Orphal, Johannes; Staehelin, Johannes; Tamminen, Johanna Journal of Molecular Spectroscopy, Vol. 327 https://doi.org/10.1016/j.jms.2016.07.007	journal	September 2016
H2SO4 formation from the gas-phase reaction of stabilized Criegee Intermediates with SO2: Influence of water vapour content and temperature Berndt, Torsten; Jokinen, Tuija; Sipilä, Mikko Atmospheric Environment, Vol. 89 https://doi.org/10.1016/j.atmosenv.2014.02.062	journal	June 2014
Reactions of Criegee Intermediates with Alcohols at Air–Aqueous Interfaces Enami, Shinichi; Colussi, A. J. The Journal of Physical Chemistry A, Vol. 121, Issue 27 https://doi.org/10.1021/acs.jpca.7b04272	journal	June 2017
Nascent energy distribution of the Criegee intermediate CH ₂ OO from direct dynamics calculations of primary ozonide dissociation Pfeifle, Mark; Ma, Yong-Tao; Jasper, Ahren W. The Journal of Chemical Physics, Vol. 148, Issue 17 https://doi.org/10.1063/1.5028117	journal	May 2018
Acid-yield measurements of the gas-phase ozonolysis of ethene as a function of humidity using Chemical Ionisation Mass Spectrometry (CIMS) Leather, K. E.; McGillen, M. R.; Cooke, M. C. Atmospheric Chemistry and Physics, Vol. 12, Issue 1 https://doi.org/10.5194/acp-12-469-2012	journal	January 2012
Identification of the Criegee intermediate reaction network in ethylene ozonolysis: impact on energy conversion strategies and atmospheric chemistry Rousso, Aric C.; Hansen, Nils; Jasper, Ahren W. Physical Chemistry Chemical Physics, Vol. 21, Issue 14 https://doi.org/10.1039/C9CP00473D	journal	January 2019
Open Babel: An open chemical toolbox O'Boyle, Noel M.; Banck, Michael; James, Craig A. Journal of Cheminformatics, Vol. 3, Issue 1 https://doi.org/10.1186/1758-2946-3-33	journal	October 2011
Advances and challenges in laminar flame experiments and implications for combustion chemistry Egolfopoulos, F. N.; Hansen, N.; Ju, Y. Progress in Energy and Combustion Science, Vol. 43 https://doi.org/10.1016/j.pecs.2014.04.004	journal	August 2014
Rate Coefficients of C1 and C2 Criegee Intermediate Reactions with Formic and Acetic Acid Near the Collision Limit: Direct Kinetics Measurements and Atmospheric Implications Welz, Oliver; Eskola, Arkke J.; Sheps, Leonid Angewandte Chemie International Edition, Vol. 53, Issue 18 https://doi.org/10.1002/anie.201400964	journal	March 2014
The effect of ozone addition on combustion: Kinetics and dynamics Sun, Wenting; Gao, Xiang; Wu, Bin Progress in Energy and Combustion Science, Vol. 73 https://doi.org/10.1016/j.pecs.2019.02.002	journal	July 2019
Temperature-Dependence of the Rates of Reaction of Trifluoroacetic Acid with Criegee Intermediates Chhantyal-Pun, Rabi; McGillen, Max R.; Beames, Joseph M. Angewandte Chemie International Edition, Vol. 56, Issue 31 https://doi.org/10.1002/anie.201703700	journal	June 2017
Pyrolysis of the Simplest Carbohydrate, Glycolaldehyde (CHO−CH ₂ OH), and Glyoxal in a Heated Microreactor Porterfield, Jessica P.; Baraban, Joshua H.; Troy, Tyler P. The Journal of Physical Chemistry A, Vol. 120, Issue 14 https://doi.org/10.1021/acs.jpca.6b00652	journal	March 2016
Production of OH radicals from the reactions of C4–C6 internal alkenes and styrenes with ozone in the gas phase Orzechowska, Grazyna E.; Paulson, Suzanne E. Atmospheric Environment, Vol. 36, Issue 3 https://doi.org/10.1016/S1352-2310(01)00445-9	journal	January 2002
Probing Criegee intermediate reactions with methanol by FTMW spectroscopy Cabezas, Carlos; Endo, Yasuki Physical Chemistry Chemical Physics, Vol. 22, Issue 24 https://doi.org/10.1039/D0CP02174A	journal	January 2020
Criegee Intermediate–Alcohol Reactions, A Potential Source of Functionalized Hydroperoxides in the Atmosphere McGillen, Max R.; Curchod, Basile F. E.; Chhantyal-Pun, Rabi ACS Earth and Space Chemistry, Vol. 1, Issue 10 https://doi.org/10.1021/acsearthspacechem.7b00108	journal	December 2017
Products of the Gas-Phase Reactions of O ₃ with a Series of Methyl-Substituted Ethenes Tuazon, Ernesto C.; Aschmann, Sara M.; Arey, Janet Environmental Science & Technology, Vol. 31, Issue 10 https://doi.org/10.1021/es970258y	journal	October 1997
Mechanism of HO _x Formation in the Gas-Phase Ozone−Alkene Reaction. 1. Direct, Pressure-Dependent Measurements of Prompt OH Yields ^† Kroll, Jesse H.; Clarke, James S.; Donahue, Neil M. The Journal of Physical Chemistry A, Vol. 105, Issue 9 https://doi.org/10.1021/jp002121r	journal	March 2001
Identification of C ₅ H _x Isomers in Fuel-Rich Flames by Photoionization Mass Spectrometry and Electronic Structure Calculations Hansen, Nils; Klippenstein, Stephen J.; Miller, James A. The Journal of Physical Chemistry A, Vol. 110, Issue 13 https://doi.org/10.1021/jp0569685	journal	April 2006
Adventures in ozoneland: down the rabbit-hole Donahue, Neil M.; Drozd, Greg T.; Epstein, Scott A. Physical Chemistry Chemical Physics, Vol. 13, Issue 23 https://doi.org/10.1039/c0cp02564j	journal	January 2011
A jet-stirred reactor for kinetic studies of homogeneous gas-phase reactions at pressures up to ten atmospheres (≈1 MPa) Dagaut, P.; Cathonnet, M.; Rouan, J. P. Journal of Physics E: Scientific Instruments, Vol. 19, Issue 3 https://doi.org/10.1088/0022-3735/19/3/009	journal	March 1986
Absolute cross-sections for dissociative photoionization of some small esters Wang, Juan; Yang, Bin; Cool, Terrill A. International Journal of Mass Spectrometry, Vol. 292, Issue 1-3 https://doi.org/10.1016/j.ijms.2010.02.010	journal	May 2010
Water vapour effects on secondary organic aerosol formation in isoprene ozonolysis Sakamoto, Yosuke; Yajima, Ryoji; Inomata, Satoshi Physical Chemistry Chemical Physics, Vol. 19, Issue 4 https://doi.org/10.1039/C6CP04521A	journal	January 2017
A theoretical study of the reactions of parent and substituted Criegee intermediates with water and the water dimer Ryzhkov, Andrew B.; Ariya, Parisa A. Physical Chemistry Chemical Physics, Vol. 6, Issue 21 https://doi.org/10.1039/b408414d	journal	January 2004
Low-Temperature Oxidation of Ethylene by Ozone in a Jet-Stirred Reactor Rousso, Aric C.; Hansen, Nils; Jasper, Ahren W. The Journal of Physical Chemistry A, Vol. 122, Issue 43 https://doi.org/10.1021/acs.jpca.8b06556	journal	October 2018
Chemically activated formation of organic acids in reactions of the Criegee intermediate with aldehydes and ketones Jalan, Amrit; Allen, Joshua W.; Green, William H. Physical Chemistry Chemical Physics, Vol. 15, Issue 39 https://doi.org/10.1039/c3cp52598h	journal	January 2013
Temperature dependence of the reaction of anti-CH ₃ CHOO with water vapor Lin, Liang-Chun; Chao, Wen; Chang, Chun-Hung Physical Chemistry Chemical Physics, Vol. 18, Issue 40 https://doi.org/10.1039/C6CP05171E	journal	January 2016
UV absorption probing of the conformer-dependent reactivity of a Criegee intermediate CH ₃ CHOO Sheps, Leonid; Scully, Ashley M.; Au, Kendrew Phys. Chem. Chem. Phys., Vol. 16, Issue 48 https://doi.org/10.1039/C4CP04408H	journal	January 2014
Direct Measurements of Conformer-Dependent Reactivity of the Criegee Intermediate CH3CHOO Taatjes, C. A.; Welz, O.; Eskola, A. J. Science, Vol. 340, Issue 6129 https://doi.org/10.1126/science.1234689	journal	April 2013
Infrared-driven unimolecular reaction of CH3CHOO Criegee intermediates to OH radical products Liu, F.; Beames, J. M.; Petit, A. S. Science, Vol. 345, Issue 6204 https://doi.org/10.1126/science.1257158	journal	September 2014
Communication: Real time observation of unimolecular decay of Criegee intermediates to OH radical products Fang, Yi; Liu, Fang; Barber, Victoria P. The Journal of Chemical Physics, Vol. 144, Issue 6 https://doi.org/10.1063/1.4941768	journal	February 2016
Impact of sulfur dioxide oxidation by Stabilized Criegee Intermediate on sulfate Sarwar, Golam; Simon, Heather; Fahey, Kathleen Atmospheric Environment, Vol. 85 https://doi.org/10.1016/j.atmosenv.2013.12.013	journal	March 2014
Performance of the vacuum ultraviolet high-resolution and high-flux beamline for chemical dynamics studies at the Advanced Light Source Heimann, P. A.; Koike, M.; Hsu, C. W. Review of Scientific Instruments, Vol. 68, Issue 5 https://doi.org/10.1063/1.1148082	journal	May 1997
Chemical dynamics, molecular energetics, and kinetics at the synchrotron Leone, Stephen R.; Ahmed, Musahid; Wilson, Kevin R. Physical Chemistry Chemical Physics, Vol. 12, Issue 25 https://doi.org/10.1039/c001707h	journal	January 2010

Similar Records

Low-Temperature Oxidation of Ethylene by Ozone in a Jet-Stirred Reactor

Journal Article · Sun Oct 07 00:00:00 EDT 2018 · Journal of Physical Chemistry. A, Molecules, Spectroscopy, Kinetics, Environment, and General Theory · OSTI ID:1878171

Rousso, Aric C.; Hansen, Nils; Jasper, Ahren W.; +1 more

Carbonyl products of the gas phase reaction of ozone with symmetrical alkenes

Journal Article · Sat Jun 01 00:00:00 EDT 1996 · Environmental Science and Technology · OSTI ID:1878171

Grosjean, E; Grosjean, D

Gas-phase oxidation of SO/sub 2/ in the ozone-olefin reactions

Journal Article · Thu Sep 27 00:00:00 EDT 1984 · J. Phys. Chem.; (United States) · OSTI ID:1878171

Hatakeyama, S; Kobayashi, H; Akimoto, H

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Title: Identification of the acetaldehyde oxide Criegee intermediate reaction network in the ozone-assisted low-temperature oxidation of trans-2-butene

Citation Formats

References (79)

Similar Records

Related Subjects