Gas-phase reaction of (E)-β-farnesene with ozone: Rate coefficient and carbonyl products |
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Authors: | Ivan Kourtchev Iustinian Bejan John R. Sodeau John C. Wenger |
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Affiliation: | 1. State Key Laboratory of Plant Diseases and Insect Pests, Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing 100193, China;2. Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193, China;1. Fakultät für Bio- und Chemieingenieurwesen, Lehrstuhl für Technische Chemie, Technische Universität Dortmund, Emil-Figge-Straße 66, 44227 Dortmund, Germany;2. Clariant Produkte (Deutschland) GmbH, D-65929 Frankfurt am Main, Germany;1. Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193, China;2. Department of Entomology, College of Plant Protection, China Agricultural University, Beijing 100193, China;1. Department of Civil Engineering Indian Institute of Technology, Kanpur, India;2. Centre of Environmental Science and Engineering, CESE, IIT Kanpur, India;1. Environment Research Institute, Shandong University, Jinan 250100, PR China;2. State Key Laboratory of Environmental Criteria and Risk Assessment, Chinese Research Academy of Environmental Science, Beijing 100012, PR China;3. College of Chemical Engineering, Beijing Institute of Petrochemical Technology, Beijing 102617, PR China |
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Abstract: | The gas-phase ozonolysis of (E)-β-farnesene was investigated in a 3.91 m3 atmospheric simulation chamber at 296 ± 2 K and relative humidity of around 0.1%. The relative rate method was used to determine the reaction rate coefficient of (4.01 ± 0.17) × 10?16 cm3 molecule?1 s?1, where the indicated errors are two least-squares standard deviations and do not include uncertainties in the rate coefficients for the reference compounds (γ-terpinene, cis-cyclooctene and 1,5-cyclooctadiene). Gas phase carbonyl products were collected using a denuder sampling technique and analyzed with GC/MS following derivatization with O-(2,3,4,5,6-pentafluorobenzyl) hydroxylamine (PFBHA). The reaction products detected were acetone, 4-oxopentanal, methylglyoxal, 4-methylenehex-5-enal, 6-methylhept-5-en-2-one, and (E)-4-methyl-8-methylenedeca-4,9-dienal. A detailed mechanism for the gas-phase ozonolysis of (E)-β-farnesene is proposed, which accounts for all of the products observed in this study. The results of this work indicate that the atmospheric reaction of (E)-β-farnesene with ozone has a lifetime of around 1 h and is another possible source of the ubiquitous carbonyls, acetone, 4-oxopentanal and 6-methylhept-5-en-2-one in the atmosphere. |
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