Articles | Volume 12, issue 18
https://doi.org/10.5194/acp-12-8529-2012
© Author(s) 2012. 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-12-8529-2012
© Author(s) 2012. This work is distributed under
the Creative Commons Attribution 3.0 License.
the Creative Commons Attribution 3.0 License.
Technical Note: Synthesis of isoprene atmospheric oxidation products: isomeric epoxydiols and the rearrangement products cis- and trans-3-methyl-3,4-dihydroxytetrahydrofuran
Z. Zhang
Department of Environmental Sciences and Engineering, Gillings School of Global Public Health, The University of North Carolina at Chapel Hill, NC, 27599-7431, USA
Y.-H. Lin
Department of Environmental Sciences and Engineering, Gillings School of Global Public Health, The University of North Carolina at Chapel Hill, NC, 27599-7431, USA
H. Zhang
Department of Environmental Sciences and Engineering, Gillings School of Global Public Health, The University of North Carolina at Chapel Hill, NC, 27599-7431, USA
J. D. Surratt
Department of Environmental Sciences and Engineering, Gillings School of Global Public Health, The University of North Carolina at Chapel Hill, NC, 27599-7431, USA
L. M. Ball
Department of Environmental Sciences and Engineering, Gillings School of Global Public Health, The University of North Carolina at Chapel Hill, NC, 27599-7431, USA
A. Gold
Department of Environmental Sciences and Engineering, Gillings School of Global Public Health, The University of North Carolina at Chapel Hill, NC, 27599-7431, USA
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Cited
70 citations as recorded by crossref.
- Second-Order Kinetic Rate Coefficients for the Aqueous-Phase Hydroxyl Radical (OH) Oxidation of Isoprene-Derived Secondary Organic Aerosol Compounds at 298 K K. Abellar et al.
- Organic aerosol formation from the reactive uptake of isoprene epoxydiols (IEPOX) onto non-acidified inorganic seeds T. Nguyen et al.
- Molecular Characterization and Source Identification of Atmospheric Particulate Organosulfates Using Ultrahigh Resolution Mass Spectrometry K. Wang et al.
- Joint Impacts of Acidity and Viscosity on the Formation of Secondary Organic Aerosol from Isoprene Epoxydiols (IEPOX) in Phase Separated Particles Y. Zhang et al.
- The Molecular Identification of Organic Compounds in the Atmosphere: State of the Art and Challenges B. Nozière et al.
- Glass Transition Temperatures of Organic Mixtures from Isoprene Epoxydiol-Derived Secondary Organic Aerosol B. Chen et al.
- Acidity-Driven Shifts in Aerosolized Sodium Sulfate Crystal Structure via Raman Microspectroscopy and Implications for Isoprene-Derived Secondary Organic Aerosol Formation M. Cooke et al.
- The Cooling Rate- and Volatility-Dependent Glass-Forming Properties of Organic Aerosols Measured by Broadband Dielectric Spectroscopy Y. Zhang et al.
- Chemical Characterization of Isoprene- and Monoterpene-Derived Secondary Organic Aerosol Tracers in Remote Marine Aerosols over a Quarter Century T. Cui et al.
- Gene Expression Profiling in Human Lung Cells Exposed to Isoprene-Derived Secondary Organic Aerosol Y. Lin et al.
- Production of methyl vinyl ketone and methacrolein via the hydroperoxyl pathway of isoprene oxidation Y. Liu et al.
- Secondary Organic Aerosol Formation via 2-Methyl-3-buten-2-ol Photooxidation: Evidence of Acid-Catalyzed Reactive Uptake of Epoxides H. Zhang et al.
- Source apportionment of submicron organic aerosol collected from Atlanta, Georgia, during 2014–2015 using the aerosol chemical speciation monitor (ACSM) W. Rattanavaraha et al.
- Kinetics and Products of the Reaction of the First-Generation Isoprene Hydroxy Hydroperoxide (ISOPOOH) with OH J. St. Clair et al.
- Rate Constants and Products of the OH Reaction with Isoprene-Derived Epoxides M. Jacobs et al.
- Chamber-based insights into the factors controlling epoxydiol (IEPOX) secondary organic aerosol (SOA) yield, composition, and volatility E. D'Ambro et al.
- Examining the effects of anthropogenic emissions on isoprene-derived secondary organic aerosol formation during the 2013 Southern Oxidant and Aerosol Study (SOAS) at the Look Rock, Tennessee ground site S. Budisulistiorini et al.
- Characterisation of atmospheric organic aerosols with one- and multidimensional liquid chromatography and mass spectrometry: State of the art and future perspectives S. Hildmann & T. Hoffmann
- Heterogeneous Reactions of Isoprene-Derived Epoxides: Reaction Probabilities and Molar Secondary Organic Aerosol Yield Estimates T. Riedel et al.
- Reactive Uptake of Isoprene Epoxydiols Increases the Viscosity of the Core of Phase-Separated Aerosol Particles N. Olson et al.
- Constraining Gas Phase Yields and Reactive Uptake Coefficients of Oxidation Products from the Hydroxyl Radical-Isoprene Reaction onto Acidic Particles by Vocus Ammonia-Adduct Chemical Ionization Mass Spectrometry (Vocus NH4+ CIMS) J. Zhao et al.
- Production and Fate of C4 Dihydroxycarbonyl Compounds from Isoprene Oxidation K. Bates et al.
- Modelling of secondary organic aerosol formation from isoprene photooxidation chamber studies using different approaches H. Zhang et al.
- Development of a hydrophilic interaction liquid chromatography (HILIC) method for the chemical characterization of water-soluble isoprene epoxydiol (IEPOX)-derived secondary organic aerosol T. Cui et al.
- Assessing the oxidative potential of isoprene-derived epoxides and secondary organic aerosol A. Kramer et al.
- Technical note: Improved synthetic routes to cis- and trans-(2-methyloxirane-2,3-diyl)dimethanol (cis- and trans-β-isoprene epoxydiol) M. Frauenheim et al.
- Initial pH Governs Secondary Organic Aerosol Phase State and Morphology after Uptake of Isoprene Epoxydiols (IEPOX) Z. Lei et al.
- Isoprene-Derived Secondary Organic Aerosol Induces the Expression of Oxidative Stress Response Genes in Human Lung Cells Y. Lin et al.
- Light-Absorbing Oligomer Formation in Secondary Organic Aerosol from Reactive Uptake of Isoprene Epoxydiols Y. Lin et al.
- Challenges and Opportunities in Molecular-Level Indoor Surface Chemistry and Physics Y. Liu et al.
- Physical state of 2-methylbutane-1,2,3,4-tetraol in pure and internally mixed aerosols J. Lessmeier et al.
- Effect of Organic Coatings, Humidity and Aerosol Acidity on Multiphase Chemistry of Isoprene Epoxydiols M. Riva et al.
- Mixing order of sulfate aerosols and isoprene epoxydiols affects secondary organic aerosol formation in chamber experiments T. Nah et al.
- Synthetic strategies for oxidation products from biogenic volatile organic compounds in the atmosphere: A review S. Gagan et al.
- Real-Time Continuous Characterization of Secondary Organic Aerosol Derived from Isoprene Epoxydiols in Downtown Atlanta, Georgia, Using the Aerodyne Aerosol Chemical Speciation Monitor S. Budisulistiorini et al.
- Organosulfates from Dark Aqueous Reactions of Isoprene-Derived Epoxydiols Under Cloud and Fog Conditions: Kinetics, Mechanism, and Effect of Reaction Environment on Regioselectivity of Sulfate Addition S. Petters et al.
- Fragmentation mechanisms from electron-impact of complex cyclic ethers formed in combustion A. Koritzke et al.
- NMR spectroscopic applications to atmospheric organic aerosol analysis – Part 1: A critical review of data source and analysis, potentialities and limitations S. Decesari et al.
- A review of microfluidic concepts and applications for atmospheric aerosol science A. Metcalf et al.
- Kinetics and Products of Heterogeneous Hydroxyl Radical Oxidation of Isoprene Epoxydiol-Derived Secondary Organic Aerosol J. Yan et al.
- Aqueous-Phase Oxidation of cis-β-Isoprene Epoxydiol by Hydroxyl Radicals and Its Impact on Atmospheric Isoprene Processing T. Otto et al.
- Isoprene Epoxydiol-Derived Sulfated and Nonsulfated Oligomers Suppress Particulate Mass Loss during Oxidative Aging of Secondary Organic Aerosol N. Armstrong et al.
- Special issue: Chemical characterization of secondary organic aerosol – Dedication to Professor Magda Claeys J. Surratt et al.
- Beyond Local Group Modes in Vibrational Sum Frequency Generation H. Chase et al.
- Towards a chemical mechanism of the oxidation of aqueous sulfur dioxide via isoprene hydroxyl hydroperoxides (ISOPOOH) E. Dovrou et al.
- Increasing Isoprene Epoxydiol-to-Inorganic Sulfate Aerosol Ratio Results in Extensive Conversion of Inorganic Sulfate to Organosulfur Forms: Implications for Aerosol Physicochemical Properties M. Riva et al.
- Observationally Constrained Modeling of the Reactive Uptake of Isoprene-Derived Epoxydiols under Elevated Relative Humidity and Varying Acidity of Seed Aerosol Conditions J. Zhang et al.
- Gas Phase Production and Loss of Isoprene Epoxydiols K. Bates et al.
- Gas-Phase Reactions of Isoprene and Its Major Oxidation Products P. Wennberg et al.
- Investigating the influences of SO2 and NH3 levels on isoprene-derived secondary organic aerosol formation using conditional sampling approaches Y. Lin et al.
- Seasonal Assessment of Secondary Organic Aerosol Formed through Aqueous Pathways in the Eastern United States S. Sapkota et al.
- Reactive Uptake of an Isoprene-Derived Epoxydiol to Submicron Aerosol Particles C. Gaston et al.
- Constraining condensed-phase formation kinetics of secondary organic aerosol components from isoprene epoxydiols T. Riedel et al.
- Modeling the Size Distribution and Chemical Composition of Secondary Organic Aerosols during the Reactive Uptake of Isoprene-Derived Epoxydiols under Low-Humidity Condition M. Octaviani et al.
- Morphology and Viscosity Changes after Reactive Uptake of Isoprene Epoxydiols in Submicrometer Phase Separated Particles with Secondary Organic Aerosol Formed from Different Volatile Organic Compounds Z. Lei et al.
- The C5–Alkene Triol Conundrum: Structural Characterization and Quantitation of Isoprene-Derived C5H10O3 Reactive Uptake Products M. Frauenheim et al.
- A biogenic secondary organic aerosol source of cirrus ice nucleating particles M. Wolf et al.
- Decreases in Epoxide-Driven Secondary Organic Aerosol Production under Highly Acidic Conditions: The Importance of Acid–Base Equilibria M. Cooke et al.
- Organosulfate Formation in Proxies for Aged Sea Spray Aerosol: Reactive Uptake of Isoprene Epoxydiols to Acidic Sodium Sulfate M. Cooke et al.
- Assessing the impact of anthropogenic pollution on isoprene-derived secondary organic aerosol formation in PM2.5 collected from the Birmingham, Alabama, ground site during the 2013 Southern Oxidant and Aerosol Study W. Rattanavaraha et al.
- Ion mobility spectrometry–mass spectrometry (IMS–MS) for on- and offline analysis of atmospheric gas and aerosol species J. Krechmer et al.
- Isoprene-Derived Secondary Organic Aerosol Induces the Expression of MicroRNAs Associated with Inflammatory/Oxidative Stress Response in Lung Cells L. Eaves et al.
- Identifying precursors and aqueous organic aerosol formation pathways during the SOAS campaign N. Sareen et al.
- Elemental ratio measurements of organic compounds using aerosol mass spectrometry: characterization, improved calibration, and implications M. Canagaratna et al.
- Ozone-Driven Secondary Organic Aerosol Production Chain Y. Iinuma et al.
- In vitro exposure to isoprene-derived secondary organic aerosol by direct deposition and its effects on COX-2 and IL-8 gene expression M. Arashiro et al.
- Atmospheric oxidation of 1,3-butadiene: characterization of gas and aerosol reaction products and implications for PM2.5 M. Jaoui et al.
- Decrease in sulfate aerosol light backscattering by reactive uptake of isoprene epoxydiols C. Dubois et al.
- Organic synthesis in the study of terpene-derived oxidation products in the atmosphere M. Upshur et al.
- Assessing the Potential Mechanisms of Isomerization Reactions of Isoprene Epoxydiols on Secondary Organic Aerosol A. Watanabe et al.
70 citations as recorded by crossref.
- Second-Order Kinetic Rate Coefficients for the Aqueous-Phase Hydroxyl Radical (OH) Oxidation of Isoprene-Derived Secondary Organic Aerosol Compounds at 298 K K. Abellar et al.
- Organic aerosol formation from the reactive uptake of isoprene epoxydiols (IEPOX) onto non-acidified inorganic seeds T. Nguyen et al.
- Molecular Characterization and Source Identification of Atmospheric Particulate Organosulfates Using Ultrahigh Resolution Mass Spectrometry K. Wang et al.
- Joint Impacts of Acidity and Viscosity on the Formation of Secondary Organic Aerosol from Isoprene Epoxydiols (IEPOX) in Phase Separated Particles Y. Zhang et al.
- The Molecular Identification of Organic Compounds in the Atmosphere: State of the Art and Challenges B. Nozière et al.
- Glass Transition Temperatures of Organic Mixtures from Isoprene Epoxydiol-Derived Secondary Organic Aerosol B. Chen et al.
- Acidity-Driven Shifts in Aerosolized Sodium Sulfate Crystal Structure via Raman Microspectroscopy and Implications for Isoprene-Derived Secondary Organic Aerosol Formation M. Cooke et al.
- The Cooling Rate- and Volatility-Dependent Glass-Forming Properties of Organic Aerosols Measured by Broadband Dielectric Spectroscopy Y. Zhang et al.
- Chemical Characterization of Isoprene- and Monoterpene-Derived Secondary Organic Aerosol Tracers in Remote Marine Aerosols over a Quarter Century T. Cui et al.
- Gene Expression Profiling in Human Lung Cells Exposed to Isoprene-Derived Secondary Organic Aerosol Y. Lin et al.
- Production of methyl vinyl ketone and methacrolein via the hydroperoxyl pathway of isoprene oxidation Y. Liu et al.
- Secondary Organic Aerosol Formation via 2-Methyl-3-buten-2-ol Photooxidation: Evidence of Acid-Catalyzed Reactive Uptake of Epoxides H. Zhang et al.
- Source apportionment of submicron organic aerosol collected from Atlanta, Georgia, during 2014–2015 using the aerosol chemical speciation monitor (ACSM) W. Rattanavaraha et al.
- Kinetics and Products of the Reaction of the First-Generation Isoprene Hydroxy Hydroperoxide (ISOPOOH) with OH J. St. Clair et al.
- Rate Constants and Products of the OH Reaction with Isoprene-Derived Epoxides M. Jacobs et al.
- Chamber-based insights into the factors controlling epoxydiol (IEPOX) secondary organic aerosol (SOA) yield, composition, and volatility E. D'Ambro et al.
- Examining the effects of anthropogenic emissions on isoprene-derived secondary organic aerosol formation during the 2013 Southern Oxidant and Aerosol Study (SOAS) at the Look Rock, Tennessee ground site S. Budisulistiorini et al.
- Characterisation of atmospheric organic aerosols with one- and multidimensional liquid chromatography and mass spectrometry: State of the art and future perspectives S. Hildmann & T. Hoffmann
- Heterogeneous Reactions of Isoprene-Derived Epoxides: Reaction Probabilities and Molar Secondary Organic Aerosol Yield Estimates T. Riedel et al.
- Reactive Uptake of Isoprene Epoxydiols Increases the Viscosity of the Core of Phase-Separated Aerosol Particles N. Olson et al.
- Constraining Gas Phase Yields and Reactive Uptake Coefficients of Oxidation Products from the Hydroxyl Radical-Isoprene Reaction onto Acidic Particles by Vocus Ammonia-Adduct Chemical Ionization Mass Spectrometry (Vocus NH4+ CIMS) J. Zhao et al.
- Production and Fate of C4 Dihydroxycarbonyl Compounds from Isoprene Oxidation K. Bates et al.
- Modelling of secondary organic aerosol formation from isoprene photooxidation chamber studies using different approaches H. Zhang et al.
- Development of a hydrophilic interaction liquid chromatography (HILIC) method for the chemical characterization of water-soluble isoprene epoxydiol (IEPOX)-derived secondary organic aerosol T. Cui et al.
- Assessing the oxidative potential of isoprene-derived epoxides and secondary organic aerosol A. Kramer et al.
- Technical note: Improved synthetic routes to cis- and trans-(2-methyloxirane-2,3-diyl)dimethanol (cis- and trans-β-isoprene epoxydiol) M. Frauenheim et al.
- Initial pH Governs Secondary Organic Aerosol Phase State and Morphology after Uptake of Isoprene Epoxydiols (IEPOX) Z. Lei et al.
- Isoprene-Derived Secondary Organic Aerosol Induces the Expression of Oxidative Stress Response Genes in Human Lung Cells Y. Lin et al.
- Light-Absorbing Oligomer Formation in Secondary Organic Aerosol from Reactive Uptake of Isoprene Epoxydiols Y. Lin et al.
- Challenges and Opportunities in Molecular-Level Indoor Surface Chemistry and Physics Y. Liu et al.
- Physical state of 2-methylbutane-1,2,3,4-tetraol in pure and internally mixed aerosols J. Lessmeier et al.
- Effect of Organic Coatings, Humidity and Aerosol Acidity on Multiphase Chemistry of Isoprene Epoxydiols M. Riva et al.
- Mixing order of sulfate aerosols and isoprene epoxydiols affects secondary organic aerosol formation in chamber experiments T. Nah et al.
- Synthetic strategies for oxidation products from biogenic volatile organic compounds in the atmosphere: A review S. Gagan et al.
- Real-Time Continuous Characterization of Secondary Organic Aerosol Derived from Isoprene Epoxydiols in Downtown Atlanta, Georgia, Using the Aerodyne Aerosol Chemical Speciation Monitor S. Budisulistiorini et al.
- Organosulfates from Dark Aqueous Reactions of Isoprene-Derived Epoxydiols Under Cloud and Fog Conditions: Kinetics, Mechanism, and Effect of Reaction Environment on Regioselectivity of Sulfate Addition S. Petters et al.
- Fragmentation mechanisms from electron-impact of complex cyclic ethers formed in combustion A. Koritzke et al.
- NMR spectroscopic applications to atmospheric organic aerosol analysis – Part 1: A critical review of data source and analysis, potentialities and limitations S. Decesari et al.
- A review of microfluidic concepts and applications for atmospheric aerosol science A. Metcalf et al.
- Kinetics and Products of Heterogeneous Hydroxyl Radical Oxidation of Isoprene Epoxydiol-Derived Secondary Organic Aerosol J. Yan et al.
- Aqueous-Phase Oxidation of cis-β-Isoprene Epoxydiol by Hydroxyl Radicals and Its Impact on Atmospheric Isoprene Processing T. Otto et al.
- Isoprene Epoxydiol-Derived Sulfated and Nonsulfated Oligomers Suppress Particulate Mass Loss during Oxidative Aging of Secondary Organic Aerosol N. Armstrong et al.
- Special issue: Chemical characterization of secondary organic aerosol – Dedication to Professor Magda Claeys J. Surratt et al.
- Beyond Local Group Modes in Vibrational Sum Frequency Generation H. Chase et al.
- Towards a chemical mechanism of the oxidation of aqueous sulfur dioxide via isoprene hydroxyl hydroperoxides (ISOPOOH) E. Dovrou et al.
- Increasing Isoprene Epoxydiol-to-Inorganic Sulfate Aerosol Ratio Results in Extensive Conversion of Inorganic Sulfate to Organosulfur Forms: Implications for Aerosol Physicochemical Properties M. Riva et al.
- Observationally Constrained Modeling of the Reactive Uptake of Isoprene-Derived Epoxydiols under Elevated Relative Humidity and Varying Acidity of Seed Aerosol Conditions J. Zhang et al.
- Gas Phase Production and Loss of Isoprene Epoxydiols K. Bates et al.
- Gas-Phase Reactions of Isoprene and Its Major Oxidation Products P. Wennberg et al.
- Investigating the influences of SO2 and NH3 levels on isoprene-derived secondary organic aerosol formation using conditional sampling approaches Y. Lin et al.
- Seasonal Assessment of Secondary Organic Aerosol Formed through Aqueous Pathways in the Eastern United States S. Sapkota et al.
- Reactive Uptake of an Isoprene-Derived Epoxydiol to Submicron Aerosol Particles C. Gaston et al.
- Constraining condensed-phase formation kinetics of secondary organic aerosol components from isoprene epoxydiols T. Riedel et al.
- Modeling the Size Distribution and Chemical Composition of Secondary Organic Aerosols during the Reactive Uptake of Isoprene-Derived Epoxydiols under Low-Humidity Condition M. Octaviani et al.
- Morphology and Viscosity Changes after Reactive Uptake of Isoprene Epoxydiols in Submicrometer Phase Separated Particles with Secondary Organic Aerosol Formed from Different Volatile Organic Compounds Z. Lei et al.
- The C5–Alkene Triol Conundrum: Structural Characterization and Quantitation of Isoprene-Derived C5H10O3 Reactive Uptake Products M. Frauenheim et al.
- A biogenic secondary organic aerosol source of cirrus ice nucleating particles M. Wolf et al.
- Decreases in Epoxide-Driven Secondary Organic Aerosol Production under Highly Acidic Conditions: The Importance of Acid–Base Equilibria M. Cooke et al.
- Organosulfate Formation in Proxies for Aged Sea Spray Aerosol: Reactive Uptake of Isoprene Epoxydiols to Acidic Sodium Sulfate M. Cooke et al.
- Assessing the impact of anthropogenic pollution on isoprene-derived secondary organic aerosol formation in PM2.5 collected from the Birmingham, Alabama, ground site during the 2013 Southern Oxidant and Aerosol Study W. Rattanavaraha et al.
- Ion mobility spectrometry–mass spectrometry (IMS–MS) for on- and offline analysis of atmospheric gas and aerosol species J. Krechmer et al.
- Isoprene-Derived Secondary Organic Aerosol Induces the Expression of MicroRNAs Associated with Inflammatory/Oxidative Stress Response in Lung Cells L. Eaves et al.
- Identifying precursors and aqueous organic aerosol formation pathways during the SOAS campaign N. Sareen et al.
- Elemental ratio measurements of organic compounds using aerosol mass spectrometry: characterization, improved calibration, and implications M. Canagaratna et al.
- Ozone-Driven Secondary Organic Aerosol Production Chain Y. Iinuma et al.
- In vitro exposure to isoprene-derived secondary organic aerosol by direct deposition and its effects on COX-2 and IL-8 gene expression M. Arashiro et al.
- Atmospheric oxidation of 1,3-butadiene: characterization of gas and aerosol reaction products and implications for PM2.5 M. Jaoui et al.
- Decrease in sulfate aerosol light backscattering by reactive uptake of isoprene epoxydiols C. Dubois et al.
- Organic synthesis in the study of terpene-derived oxidation products in the atmosphere M. Upshur et al.
- Assessing the Potential Mechanisms of Isomerization Reactions of Isoprene Epoxydiols on Secondary Organic Aerosol A. Watanabe et al.
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