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Accretion Reactions of Octanal Catalyzed by Sulfuric Acid: Product Identification, Reaction Pathways,and Atmospheric Implications
Yong Jie Li1; Alex K.Y. Lee2; Arthur P.S. Lau3; Chak K. Chan2
2008-08-27
Source PublicationEnvironmental Science & Technology
ISSN0013-936X
Volume42Issue:19Pages:7138-7145
Abstract

Atmospheric accretion reactions of octanal with sulfuric acid as a catalyst were investigated in bulk liquid−liquid experiments and gas-particle experiments. In bulk studies, trioxane, α,β-unsaturated aldehyde, and trialkyl benzene were identified by gas chromatography−mass spectrometry as major reaction products with increasing sulfuric acid concentrations (0−86 wt%). Cyclotrimerization and one or multiple steps of aldol condensation are proposed as possible accretion reaction pathways. High molecular weight (up to 700 Da) oligomers were also observed by electrospray ionization-mass spectrometry in reactions under extremely high acid concentration conditions (86 wt%). Gas-particle experiments using a reaction cell were carried out using both high (∼20 ppmv) and low (∼900 ppbv) gas-phase octanal concentrations under a wide range of relative humidity (RH, from <1% to 50%, corresponding to >80 wt% to 43 wt% H2SO4) and long reaction durations (24 h). One or multiple steps of aldol condensation occurred under low RH (<1% and 10%, >80 wt% and 64 wt% H2SO4, respectively) and high octanal concentration (∼20 ppmv) conditions. No cyclotrimerization was observed in the gas-particle experiments even under RH conditions corresponding to similar sulfuric acid concentration conditions that favor cyclotrimerization in bulk studies. No accretion reaction product was found in the low octanal concentration (∼900 ppbv) experiments, which indicates that the accretion reactions are not significant as expected when the gas-phase octanal concentration is low. A kinetic analysis of the first-step aldol condensation product was performed to understand the discrepancies between the bulk and gas-particle experiments and between the high and low octanal concentrations in the gas-particle experiments. The comparisons between experimental results and kinetic estimations suggest that caution should be exercised in the extrapolation of laboratory experiment results to ambient conditions.

DOIhttp://dx.doi.org/10.1021/es7031373
Indexed BySCI
Language英语
WOS Research AreaEngineering ; Environmental Sciences & Ecology
WOS SubjectEngineering, Environmental ; Environmental Sciences
WOS IDWOS:000259603700021
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Document TypeJournal article
CollectionFaculty of Science and Technology
DEPARTMENT OF CIVIL AND ENVIRONMENTAL ENGINEERING
Corresponding AuthorChak K. Chan
Affiliation1.Environmental Engineering Program
2.Insitute for the Environment, Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong
3.Department of Chemical Engineering
Recommended Citation
GB/T 7714
Yong Jie Li,Alex K.Y. Lee,Arthur P.S. Lau,et al. Accretion Reactions of Octanal Catalyzed by Sulfuric Acid: Product Identification, Reaction Pathways,and Atmospheric Implications[J]. Environmental Science & Technology,2008,42(19):7138-7145.
APA Yong Jie Li,Alex K.Y. Lee,Arthur P.S. Lau,&Chak K. Chan.(2008).Accretion Reactions of Octanal Catalyzed by Sulfuric Acid: Product Identification, Reaction Pathways,and Atmospheric Implications.Environmental Science & Technology,42(19),7138-7145.
MLA Yong Jie Li,et al."Accretion Reactions of Octanal Catalyzed by Sulfuric Acid: Product Identification, Reaction Pathways,and Atmospheric Implications".Environmental Science & Technology 42.19(2008):7138-7145.
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