Articles | Volume 15, issue 22
https://doi.org/10.5194/acp-15-12867-2015
© Author(s) 2015. This work is distributed under
the Creative Commons Attribution 3.0 License.
the Creative Commons Attribution 3.0 License.
https://doi.org/10.5194/acp-15-12867-2015
© Author(s) 2015. This work is distributed under
the Creative Commons Attribution 3.0 License.
the Creative Commons Attribution 3.0 License.
Research article
| Highlight paper
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19 Nov 2015
Research article | Highlight paper |
| 19 Nov 2015
Laboratory evidence of organic peroxide and peroxyhemiacetal formation in the aqueous phase and implications for aqueous OH
Y. B. Lim
CORRESPONDING AUTHOR
Department of Environmental Sciences, Rutgers University, New Brunswick, NJ, USA
now at: Center for Environmental, Health and Welfare Research, Korea Institute of Science and Technology, Seoul, Republic of Korea
B. J. Turpin
Department of Environmental Science and Engineering, University of North Carolina, Chapel Hill, NC 27599, USA
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52 citations as recorded by crossref.
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- Evolution of aqSOA from the Air–Liquid Interfacial Photochemistry of Glyoxal and Hydroxyl Radicals F. Zhang et al. https://doi.org/10.1021/acs.est.9b03642
- Reactive oxygen species formed in aqueous mixtures of secondary organic aerosols and mineral dust influencing cloud chemistry and public health in the Anthropocene H. Tong et al. https://doi.org/10.1039/C7FD00023E
- Effect of cloud chemistry on seasonal variations of sulfate and its precursors in China J. Lu et al. https://doi.org/10.1016/j.atmosenv.2024.120820
- Chemical and Light-Absorption Properties of Water-Soluble Organic Aerosols in Northern California and Photooxidant Production by Brown Carbon Components W. Jiang et al. https://doi.org/10.1021/acsearthspacechem.3c00022
- The fate of organic peroxides indoors: quantifying humidity-dependent uptake on naturally soiled indoor window glass M. Webb et al. https://doi.org/10.1039/D3EM00041A
- The generation and transformation mechanisms of reactive oxygen species in the environment and their implications for pollution control processes: A review Z. Bi et al. https://doi.org/10.1016/j.envres.2024.119592
- Atmospheric aqueous-phase reactions of organics in dark: A review Y. Sha et al. https://doi.org/10.1016/j.atmosenv.2026.122048
- Aqueous-Phase Decomposition of Isoprene Hydroxy Hydroperoxide and Hydroxyl Radical Formation by Fenton-like Reactions with Iron Ions T. Fang et al. https://doi.org/10.1021/acs.jpca.0c02094
- Oxygenated VOCs, aqueous chemistry, and potential impacts on residential indoor air composition S. Duncan et al. https://doi.org/10.1111/ina.12422
- Identification of organic hydroperoxides and peroxy acids using atmospheric pressure chemical ionization–tandem mass spectrometry (APCI-MS/MS): application to secondary organic aerosol S. Zhou et al. https://doi.org/10.5194/amt-11-3081-2018
- Direct evidence of particle-phase reactions of aldehydes and ketones with atmospheric secondary organic aerosol components S. Tang et al. https://doi.org/10.1016/j.atmosenv.2026.122200
- Volatility Change during Droplet Evaporation of Pyruvic Acid S. Petters et al. https://doi.org/10.1021/acsearthspacechem.0c00044
- Isomerization and Degradation of Levoglucosan via the Photo-Fenton Process: Insights from Aqueous-Phase Experiments and Atmospheric Particulate Matter C. Yang et al. https://doi.org/10.1021/acs.est.0c02499
- Multiphase reactivity of gaseous hydroperoxide oligomers produced from isoprene ozonolysis in the presence of acidified aerosols M. Riva et al. https://doi.org/10.1016/j.atmosenv.2016.12.040
- Real-time detection of highly oxidized organosulfates and BSOA marker compounds during the F-BEACh 2014 field study M. Brüggemann et al. https://doi.org/10.5194/acp-17-1453-2017
- A new iodometric microwave-assisted method for peroxide determination in Secondary Organic Aerosols D. Alba-Elena et al. https://doi.org/10.1016/j.atmosenv.2023.119960
- Molecular composition and photochemical evolution of water-soluble organic carbon (WSOC) extracted from field biomass burning aerosols using high-resolution mass spectrometry J. Cai et al. https://doi.org/10.5194/acp-20-6115-2020
- Identifying the key atmospheric and economic drivers of global carbon monoxide emission transfers S. Dall’erba et al. https://doi.org/10.1080/09535314.2023.2300787
- Interfacial Electric Fields Drive Fast Hydroxyl Radical Production in Black-Carbon-Bearing Microdroplets Y. Liu et al. https://doi.org/10.1021/jacs.6c04030
- Hydroxyl radicals from secondary organic aerosol decomposition in water H. Tong et al. https://doi.org/10.5194/acp-16-1761-2016
- Temperature Dependence of Aqueous-Phase Decomposition of α-Hydroxyalkyl-Hydroperoxides M. Hu et al. https://doi.org/10.1021/acs.jpca.0c09862
- Aqueous-phase fates of α-alkoxyalkyl-hydroperoxides derived from the reactions of Criegee intermediates with alcohols M. Hu et al. https://doi.org/10.1039/D0CP06308H
- On the performance of carbon-based screen-printed electrodes for (in)organic hydroperoxides sensing in rainwater R. Jiménez-Pérez et al. https://doi.org/10.1016/j.talanta.2021.122699
- Organic Peroxides and Sulfur Dioxide in Aerosol: Source of Particulate Sulfate S. Wang et al. https://doi.org/10.1021/acs.est.9b02591
- Role of Ferryl Ion Intermediates in Fast Fenton Chemistry on Aqueous Microdroplets A. Gu et al. https://doi.org/10.1021/acs.est.1c01962
- Organic Peroxides in Aerosol: Key Reactive Intermediates for Multiphase Processes in the Atmosphere S. Wang et al. https://doi.org/10.1021/acs.chemrev.2c00430
- Introductory lecture: atmospheric chemistry in the Anthropocene B. Finlayson-Pitts https://doi.org/10.1039/C7FD00161D
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- Photooxidants from brown carbon and other chromophores in illuminated particle extracts R. Kaur et al. https://doi.org/10.5194/acp-19-6579-2019
- Methylglyoxal Forming Triplets via Photolysis: From an aqSOA Precursor to a Source of Photosensitizers R. Zhang et al. https://doi.org/10.1021/acs.est.5c06653
- Mass Spectrometry Analysis in Atmospheric Chemistry J. Laskin et al. https://doi.org/10.1021/acs.analchem.7b04249
- Emerging investigator series: secondary organic aerosol formation from photooxidation of acyclic terpenes in an oxidation flow reactor S. Gu et al. https://doi.org/10.1039/D4EM00063C
- Fates of Organic Hydroperoxides in Atmospheric Condensed Phases S. Enami https://doi.org/10.1021/acs.jpca.1c01513
- Labile Peroxides in Secondary Organic Aerosol M. Krapf et al. https://doi.org/10.1016/j.chempr.2016.09.007
- Photooxidation-Initiated Aqueous-Phase Formation of Organic Peroxides: Delving into Formation Mechanisms T. Gautam et al. https://doi.org/10.1021/acs.est.3c01162
- Decomposition of multifunctionalized α-alkoxyalkyl-hydroperoxides derived from the reactions of Criegee intermediates with diols in liquid phases Y. Endo et al. https://doi.org/10.1039/D2CP00915C
- Fate of Oxygenated Volatile Organic Compounds in the Yangtze River Delta Region: Source Contributions and Impacts on the Atmospheric Oxidation Capacity J. Li et al. https://doi.org/10.1021/acs.est.2c00038
- Dark, Photolysis, and Oxidation Reaction Mechanism of Gaseous Dicarbonyls Based on PTR-TOF-MS X. Ma et al. https://doi.org/10.1021/acsestair.5c00276
- Formation of phthalic anhydride from nighttime oxidation of various heterocyclic volatile organic compounds: implications for wildfire smoke K. Chen et al. https://doi.org/10.1039/D5EA00065C
- Role of liquid water in the formation of O3 and SOA particles from 1,2,3-trimethylbenzene H. Luo et al. https://doi.org/10.1016/j.atmosenv.2019.116955
- Interfacial Dark Aging Is an Overlooked Source of Aqueous Secondary Organic Aerosol F. Zhang et al. https://doi.org/10.3390/atmos13020188
- Review of Recent Smog Chamber Studies for Secondary Organic Aerosol Y. Lim et al. https://doi.org/10.5572/KOSAE.2016.32.2.131
- Molecular Tracer Characterization during COVID-19 Pandemic in Shanghai: Changes in the Aerosol Aqueous Environment and Implications for Secondary Organic Aerosol Formation F. Fan et al. https://doi.org/10.1021/acsearthspacechem.2c00160
- Discrepant oxidation behavior of ferric ion and hydroxyl radical on syringic acid and vanillic acid in atmospheric Fenton-like system J. Zhao et al. https://doi.org/10.1016/j.chemosphere.2021.132022
- A quantification method for heat-decomposable methylglyoxal oligomers and its application on 1,3,5-trimethylbenzene SOA M. Rodigast et al. https://doi.org/10.5194/acp-17-3929-2017
- Isothermal evaporation of α-pinene secondary organic aerosol particles formed under low NOx and high NOx conditions Z. Li et al. https://doi.org/10.5194/acp-23-203-2023
- Predominance of secondary organic aerosol to particle-bound reactive oxygen species activity in fine ambient aerosol J. Zhou et al. https://doi.org/10.5194/acp-19-14703-2019
- Hydrolysis reactivity reveals significant seasonal variation in the composition of organic peroxides in ambient PM2.5 Y. Dai et al. https://doi.org/10.1016/j.scitotenv.2024.172143
- Chemical signatures of surface microheterogeneity on liquid mixtures S. Enami et al. https://doi.org/10.1063/1.5055684
- Dark air–liquid interfacial chemistry of glyoxal and hydrogen peroxide F. Zhang et al. https://doi.org/10.1038/s41612-019-0085-5
- Analytical optical methods for measuring organic peroxides and hydroperoxides: An evaluation D. Alba-Elena et al. https://doi.org/10.1016/j.atmosenv.2024.120858
52 citations as recorded by crossref.
- Chemical Characterization of Secondary Organic Aerosol from Oxidation of Isoprene Hydroxyhydroperoxides M. Riva et al. https://doi.org/10.1021/acs.est.6b02511
- Evolution of aqSOA from the Air–Liquid Interfacial Photochemistry of Glyoxal and Hydroxyl Radicals F. Zhang et al. https://doi.org/10.1021/acs.est.9b03642
- Reactive oxygen species formed in aqueous mixtures of secondary organic aerosols and mineral dust influencing cloud chemistry and public health in the Anthropocene H. Tong et al. https://doi.org/10.1039/C7FD00023E
- Effect of cloud chemistry on seasonal variations of sulfate and its precursors in China J. Lu et al. https://doi.org/10.1016/j.atmosenv.2024.120820
- Chemical and Light-Absorption Properties of Water-Soluble Organic Aerosols in Northern California and Photooxidant Production by Brown Carbon Components W. Jiang et al. https://doi.org/10.1021/acsearthspacechem.3c00022
- The fate of organic peroxides indoors: quantifying humidity-dependent uptake on naturally soiled indoor window glass M. Webb et al. https://doi.org/10.1039/D3EM00041A
- The generation and transformation mechanisms of reactive oxygen species in the environment and their implications for pollution control processes: A review Z. Bi et al. https://doi.org/10.1016/j.envres.2024.119592
- Atmospheric aqueous-phase reactions of organics in dark: A review Y. Sha et al. https://doi.org/10.1016/j.atmosenv.2026.122048
- Aqueous-Phase Decomposition of Isoprene Hydroxy Hydroperoxide and Hydroxyl Radical Formation by Fenton-like Reactions with Iron Ions T. Fang et al. https://doi.org/10.1021/acs.jpca.0c02094
- Oxygenated VOCs, aqueous chemistry, and potential impacts on residential indoor air composition S. Duncan et al. https://doi.org/10.1111/ina.12422
- Identification of organic hydroperoxides and peroxy acids using atmospheric pressure chemical ionization–tandem mass spectrometry (APCI-MS/MS): application to secondary organic aerosol S. Zhou et al. https://doi.org/10.5194/amt-11-3081-2018
- Direct evidence of particle-phase reactions of aldehydes and ketones with atmospheric secondary organic aerosol components S. Tang et al. https://doi.org/10.1016/j.atmosenv.2026.122200
- Volatility Change during Droplet Evaporation of Pyruvic Acid S. Petters et al. https://doi.org/10.1021/acsearthspacechem.0c00044
- Isomerization and Degradation of Levoglucosan via the Photo-Fenton Process: Insights from Aqueous-Phase Experiments and Atmospheric Particulate Matter C. Yang et al. https://doi.org/10.1021/acs.est.0c02499
- Multiphase reactivity of gaseous hydroperoxide oligomers produced from isoprene ozonolysis in the presence of acidified aerosols M. Riva et al. https://doi.org/10.1016/j.atmosenv.2016.12.040
- Real-time detection of highly oxidized organosulfates and BSOA marker compounds during the F-BEACh 2014 field study M. Brüggemann et al. https://doi.org/10.5194/acp-17-1453-2017
- A new iodometric microwave-assisted method for peroxide determination in Secondary Organic Aerosols D. Alba-Elena et al. https://doi.org/10.1016/j.atmosenv.2023.119960
- Molecular composition and photochemical evolution of water-soluble organic carbon (WSOC) extracted from field biomass burning aerosols using high-resolution mass spectrometry J. Cai et al. https://doi.org/10.5194/acp-20-6115-2020
- Identifying the key atmospheric and economic drivers of global carbon monoxide emission transfers S. Dall’erba et al. https://doi.org/10.1080/09535314.2023.2300787
- Interfacial Electric Fields Drive Fast Hydroxyl Radical Production in Black-Carbon-Bearing Microdroplets Y. Liu et al. https://doi.org/10.1021/jacs.6c04030
- Hydroxyl radicals from secondary organic aerosol decomposition in water H. Tong et al. https://doi.org/10.5194/acp-16-1761-2016
- Temperature Dependence of Aqueous-Phase Decomposition of α-Hydroxyalkyl-Hydroperoxides M. Hu et al. https://doi.org/10.1021/acs.jpca.0c09862
- Aqueous-phase fates of α-alkoxyalkyl-hydroperoxides derived from the reactions of Criegee intermediates with alcohols M. Hu et al. https://doi.org/10.1039/D0CP06308H
- On the performance of carbon-based screen-printed electrodes for (in)organic hydroperoxides sensing in rainwater R. Jiménez-Pérez et al. https://doi.org/10.1016/j.talanta.2021.122699
- Organic Peroxides and Sulfur Dioxide in Aerosol: Source of Particulate Sulfate S. Wang et al. https://doi.org/10.1021/acs.est.9b02591
- Role of Ferryl Ion Intermediates in Fast Fenton Chemistry on Aqueous Microdroplets A. Gu et al. https://doi.org/10.1021/acs.est.1c01962
- Organic Peroxides in Aerosol: Key Reactive Intermediates for Multiphase Processes in the Atmosphere S. Wang et al. https://doi.org/10.1021/acs.chemrev.2c00430
- Introductory lecture: atmospheric chemistry in the Anthropocene B. Finlayson-Pitts https://doi.org/10.1039/C7FD00161D
- Photochemical organonitrate formation in wet aerosols Y. Lim et al. https://doi.org/10.5194/acp-16-12631-2016
- Photooxidants from brown carbon and other chromophores in illuminated particle extracts R. Kaur et al. https://doi.org/10.5194/acp-19-6579-2019
- Methylglyoxal Forming Triplets via Photolysis: From an aqSOA Precursor to a Source of Photosensitizers R. Zhang et al. https://doi.org/10.1021/acs.est.5c06653
- Mass Spectrometry Analysis in Atmospheric Chemistry J. Laskin et al. https://doi.org/10.1021/acs.analchem.7b04249
- Emerging investigator series: secondary organic aerosol formation from photooxidation of acyclic terpenes in an oxidation flow reactor S. Gu et al. https://doi.org/10.1039/D4EM00063C
- Fates of Organic Hydroperoxides in Atmospheric Condensed Phases S. Enami https://doi.org/10.1021/acs.jpca.1c01513
- Labile Peroxides in Secondary Organic Aerosol M. Krapf et al. https://doi.org/10.1016/j.chempr.2016.09.007
- Photooxidation-Initiated Aqueous-Phase Formation of Organic Peroxides: Delving into Formation Mechanisms T. Gautam et al. https://doi.org/10.1021/acs.est.3c01162
- Decomposition of multifunctionalized α-alkoxyalkyl-hydroperoxides derived from the reactions of Criegee intermediates with diols in liquid phases Y. Endo et al. https://doi.org/10.1039/D2CP00915C
- Fate of Oxygenated Volatile Organic Compounds in the Yangtze River Delta Region: Source Contributions and Impacts on the Atmospheric Oxidation Capacity J. Li et al. https://doi.org/10.1021/acs.est.2c00038
- Dark, Photolysis, and Oxidation Reaction Mechanism of Gaseous Dicarbonyls Based on PTR-TOF-MS X. Ma et al. https://doi.org/10.1021/acsestair.5c00276
- Formation of phthalic anhydride from nighttime oxidation of various heterocyclic volatile organic compounds: implications for wildfire smoke K. Chen et al. https://doi.org/10.1039/D5EA00065C
- Role of liquid water in the formation of O3 and SOA particles from 1,2,3-trimethylbenzene H. Luo et al. https://doi.org/10.1016/j.atmosenv.2019.116955
- Interfacial Dark Aging Is an Overlooked Source of Aqueous Secondary Organic Aerosol F. Zhang et al. https://doi.org/10.3390/atmos13020188
- Review of Recent Smog Chamber Studies for Secondary Organic Aerosol Y. Lim et al. https://doi.org/10.5572/KOSAE.2016.32.2.131
- Molecular Tracer Characterization during COVID-19 Pandemic in Shanghai: Changes in the Aerosol Aqueous Environment and Implications for Secondary Organic Aerosol Formation F. Fan et al. https://doi.org/10.1021/acsearthspacechem.2c00160
- Discrepant oxidation behavior of ferric ion and hydroxyl radical on syringic acid and vanillic acid in atmospheric Fenton-like system J. Zhao et al. https://doi.org/10.1016/j.chemosphere.2021.132022
- A quantification method for heat-decomposable methylglyoxal oligomers and its application on 1,3,5-trimethylbenzene SOA M. Rodigast et al. https://doi.org/10.5194/acp-17-3929-2017
- Isothermal evaporation of α-pinene secondary organic aerosol particles formed under low NOx and high NOx conditions Z. Li et al. https://doi.org/10.5194/acp-23-203-2023
- Predominance of secondary organic aerosol to particle-bound reactive oxygen species activity in fine ambient aerosol J. Zhou et al. https://doi.org/10.5194/acp-19-14703-2019
- Hydrolysis reactivity reveals significant seasonal variation in the composition of organic peroxides in ambient PM2.5 Y. Dai et al. https://doi.org/10.1016/j.scitotenv.2024.172143
- Chemical signatures of surface microheterogeneity on liquid mixtures S. Enami et al. https://doi.org/10.1063/1.5055684
- Dark air–liquid interfacial chemistry of glyoxal and hydrogen peroxide F. Zhang et al. https://doi.org/10.1038/s41612-019-0085-5
- Analytical optical methods for measuring organic peroxides and hydroperoxides: An evaluation D. Alba-Elena et al. https://doi.org/10.1016/j.atmosenv.2024.120858
Saved (final revised paper)
Latest update: 27 Sep 2026
Short summary
This paper demonstrates organic peroxide and peroxyhemiacetal formation during aqueous photooxidation of methylglyoxal using ultra-high-resolution Fourier transform ion cyclotron resonance electrospray ionization mass spectrometry (FTICR-MS). Then, we provide simulation results of organic peroxide/peroxyhemiacetal formation in clouds and wet aerosols and discuss organic peroxides as a source of condensed-phase OH radicals and as a contributor to aqueous secondary organic aerosol (SOA).
This paper demonstrates organic peroxide and peroxyhemiacetal formation during aqueous...
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