Articles | Volume 16, issue 15
https://doi.org/10.5194/acp-16-9831-2016
© Author(s) 2016. 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-16-9831-2016
© Author(s) 2016. This work is distributed under
the Creative Commons Attribution 3.0 License.
the Creative Commons Attribution 3.0 License.
Research article
| 
04 Aug 2016
Research article |
| 04 Aug 2016
Different pathways of the formation of highly oxidized multifunctional organic compounds (HOMs) from the gas-phase ozonolysis of β-caryophyllene
Stefanie Richters
CORRESPONDING AUTHOR
Leibniz Institute for Tropospheric Research, TROPOS, 04315 Leipzig,
Germany
Hartmut Herrmann
Leibniz Institute for Tropospheric Research, TROPOS, 04315 Leipzig,
Germany
Torsten Berndt
Leibniz Institute for Tropospheric Research, TROPOS, 04315 Leipzig,
Germany
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25 citations as recorded by crossref.
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- Highly Oxygenated Molecules from Atmospheric Autoxidation of Hydrocarbons: A Prominent Challenge for Chemical Kinetics Studies M. Ehn et al. https://doi.org/10.1002/kin.21130
- A mechanistic understanding of the varying yields of highly oxygenated organic molecules L. Yang et al. https://doi.org/10.1038/s41467-025-67007-w
- endo-Cyclization of unsaturated RO2 radicals from the gas-phase ozonolysis of cyclohexadienes S. Richters et al. https://doi.org/10.1039/C7CC01350G
- Recent advances in mass spectrometry techniques for atmospheric chemistry research on molecular‐level W. Zhang et al. https://doi.org/10.1002/mas.21857
- SIM-HOM (version 1.0): a mechanistic module for the formation of highly oxygenated organic molecules from isoprene, monoterpene and sesquiterpene evaluated with ADCHAM (version 1.0) L. Yang et al. https://doi.org/10.5194/gmd-19-5155-2026
- Theoretical insights into the gas/heterogeneous phase reactions of hydroxyl radicals with chlorophenols: Mechanism, kinetic and toxicity assessment B. Tang et al. https://doi.org/10.1016/j.scitotenv.2021.150974
- Mass Spectrometry Analysis in Atmospheric Chemistry J. Laskin et al. https://doi.org/10.1021/acs.analchem.7b04249
- Kinetics, SOA yields, and chemical composition of secondary organic aerosol from β-caryophyllene ozonolysis with and without nitrogen oxides between 213 and 313 K L. Gao et al. https://doi.org/10.5194/acp-22-6001-2022
- 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
- Formation of secondary organic aerosol during the dark-ozonolysis of α-humulene D. Sippial et al. https://doi.org/10.1039/D2EA00181K
- Review of technologies and their applications for the speciated detection of RO2 radicals Y. Gao et al. https://doi.org/10.1016/j.jes.2022.09.028
- Chemical ionization mass spectrometry: Developments and applications for on-line characterization of atmospheric aerosols and trace gases Y. Zhang et al. https://doi.org/10.1016/j.trac.2023.117353
- Isomerization of Second-Generation Isoprene Peroxy Radicals: Epoxide Formation and Implications for Secondary Organic Aerosol Yields E. D’Ambro et al. https://doi.org/10.1021/acs.est.7b00460
- Gas-phase observations of accretion products from stabilized Criegee intermediates in terpene ozonolysis with two dicarboxylic acids Y. Luo et al. https://doi.org/10.5194/acp-25-4655-2025
- Effects of flask configuration on biofilm growth and metabolites of intertidal Cyanobacteria isolated from a mangrove forest M. Veerabadhran et al. https://doi.org/10.1111/jam.13761
- Humidity-Dependent Viscosity of Secondary Organic Aerosol from Ozonolysis of β-Caryophyllene: Measurements, Predictions, and Implications A. Maclean et al. https://doi.org/10.1021/acsearthspacechem.0c00296
- Computational Comparison of Different Reagent Ions in the Chemical Ionization of Oxidized Multifunctional Compounds N. Hyttinen et al. https://doi.org/10.1021/acs.jpca.7b10015
- Probing the Large Discrepancy of Highly Oxygenated Organic Molecules and Secondary Organic Aerosol Formation from Atmospheric Oxidation of Nerolidol by OH, NO3, and O3 W. Yang et al. https://doi.org/10.1021/acs.est.5c15989
- Experimental and theoretical study of the reactivity of a series of epoxides with chlorine atoms at 298 K C. Tovar et al. https://doi.org/10.1039/D0CP06033J
- Computational Comparison of Acetate and Nitrate Chemical Ionization of Highly Oxidized Cyclohexene Ozonolysis Intermediates and Products N. Hyttinen et al. https://doi.org/10.1021/acs.jpca.6b12654
- Modeling secondary organic aerosols from β-caryophyllene: role of extremely low-volatile organic compounds on new particle formation and evaluation of the SOA composition Y. Shi et al. https://doi.org/10.1039/D5EA00133A
- Highly Oxygenated Organic Molecules (HOM) from Gas-Phase Autoxidation Involving Peroxy Radicals: A Key Contributor to Atmospheric Aerosol F. Bianchi et al. https://doi.org/10.1021/acs.chemrev.8b00395
- Applications of environmental mass spectrometry in atmospheric haze chemistry T. Chen et al. https://doi.org/10.1016/j.trac.2024.117614
- Reactivity and Free Radical Chemistry of Lilac (Syringa vulgaris) Charcoal A. Nyombi et al. https://doi.org/10.1021/acs.energyfuels.8b03665
25 citations as recorded by crossref.
- Oxygenated products formed from OH-initiated reactions of trimethylbenzene: autoxidation and accretion Y. Wang et al. https://doi.org/10.5194/acp-20-9563-2020
- Highly Oxygenated Molecules from Atmospheric Autoxidation of Hydrocarbons: A Prominent Challenge for Chemical Kinetics Studies M. Ehn et al. https://doi.org/10.1002/kin.21130
- A mechanistic understanding of the varying yields of highly oxygenated organic molecules L. Yang et al. https://doi.org/10.1038/s41467-025-67007-w
- endo-Cyclization of unsaturated RO2 radicals from the gas-phase ozonolysis of cyclohexadienes S. Richters et al. https://doi.org/10.1039/C7CC01350G
- Recent advances in mass spectrometry techniques for atmospheric chemistry research on molecular‐level W. Zhang et al. https://doi.org/10.1002/mas.21857
- SIM-HOM (version 1.0): a mechanistic module for the formation of highly oxygenated organic molecules from isoprene, monoterpene and sesquiterpene evaluated with ADCHAM (version 1.0) L. Yang et al. https://doi.org/10.5194/gmd-19-5155-2026
- Theoretical insights into the gas/heterogeneous phase reactions of hydroxyl radicals with chlorophenols: Mechanism, kinetic and toxicity assessment B. Tang et al. https://doi.org/10.1016/j.scitotenv.2021.150974
- Mass Spectrometry Analysis in Atmospheric Chemistry J. Laskin et al. https://doi.org/10.1021/acs.analchem.7b04249
- Kinetics, SOA yields, and chemical composition of secondary organic aerosol from β-caryophyllene ozonolysis with and without nitrogen oxides between 213 and 313 K L. Gao et al. https://doi.org/10.5194/acp-22-6001-2022
- 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
- Formation of secondary organic aerosol during the dark-ozonolysis of α-humulene D. Sippial et al. https://doi.org/10.1039/D2EA00181K
- Review of technologies and their applications for the speciated detection of RO2 radicals Y. Gao et al. https://doi.org/10.1016/j.jes.2022.09.028
- Chemical ionization mass spectrometry: Developments and applications for on-line characterization of atmospheric aerosols and trace gases Y. Zhang et al. https://doi.org/10.1016/j.trac.2023.117353
- Isomerization of Second-Generation Isoprene Peroxy Radicals: Epoxide Formation and Implications for Secondary Organic Aerosol Yields E. D’Ambro et al. https://doi.org/10.1021/acs.est.7b00460
- Gas-phase observations of accretion products from stabilized Criegee intermediates in terpene ozonolysis with two dicarboxylic acids Y. Luo et al. https://doi.org/10.5194/acp-25-4655-2025
- Effects of flask configuration on biofilm growth and metabolites of intertidal Cyanobacteria isolated from a mangrove forest M. Veerabadhran et al. https://doi.org/10.1111/jam.13761
- Humidity-Dependent Viscosity of Secondary Organic Aerosol from Ozonolysis of β-Caryophyllene: Measurements, Predictions, and Implications A. Maclean et al. https://doi.org/10.1021/acsearthspacechem.0c00296
- Computational Comparison of Different Reagent Ions in the Chemical Ionization of Oxidized Multifunctional Compounds N. Hyttinen et al. https://doi.org/10.1021/acs.jpca.7b10015
- Probing the Large Discrepancy of Highly Oxygenated Organic Molecules and Secondary Organic Aerosol Formation from Atmospheric Oxidation of Nerolidol by OH, NO3, and O3 W. Yang et al. https://doi.org/10.1021/acs.est.5c15989
- Experimental and theoretical study of the reactivity of a series of epoxides with chlorine atoms at 298 K C. Tovar et al. https://doi.org/10.1039/D0CP06033J
- Computational Comparison of Acetate and Nitrate Chemical Ionization of Highly Oxidized Cyclohexene Ozonolysis Intermediates and Products N. Hyttinen et al. https://doi.org/10.1021/acs.jpca.6b12654
- Modeling secondary organic aerosols from β-caryophyllene: role of extremely low-volatile organic compounds on new particle formation and evaluation of the SOA composition Y. Shi et al. https://doi.org/10.1039/D5EA00133A
- Highly Oxygenated Organic Molecules (HOM) from Gas-Phase Autoxidation Involving Peroxy Radicals: A Key Contributor to Atmospheric Aerosol F. Bianchi et al. https://doi.org/10.1021/acs.chemrev.8b00395
- Applications of environmental mass spectrometry in atmospheric haze chemistry T. Chen et al. https://doi.org/10.1016/j.trac.2024.117614
- Reactivity and Free Radical Chemistry of Lilac (Syringa vulgaris) Charcoal A. Nyombi et al. https://doi.org/10.1021/acs.energyfuels.8b03665
Saved (final revised paper)
Latest update: 27 Jul 2026
Short summary
New reaction pathways of highly oxidized multifunctional organic compounds (HOMs) from the ozonolysis of the sesquiterpene (C15H24) beta-caryophyllene were elucidated based on experiments using isotopically labelled ozone and H/D exchange experiments. These new insights in reaction pathways of unsaturated RO2 radicals are responsible for the production of about two-thirds of the detected HOMs from beta-caryophyllene and extend the knowledge of HOM formation mechanisms in the atmosphere.
New reaction pathways of highly oxidized multifunctional organic compounds (HOMs) from the...
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