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Secondary Organic Aerosol Formation from the Ozonolysis of Cycloalkenes and Related Compounds

Keywood, M. D. and Varutbangkul, V. and Bahreini, R. and Flagan, R. C. and Seinfeld, J. H. (2004) Secondary Organic Aerosol Formation from the Ozonolysis of Cycloalkenes and Related Compounds. Environmental Science and Technology, 38 (15). pp. 4157-4164. ISSN 0013-936X. doi:10.1021/es035363o.

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The secondary organic aerosol (SOA) yields from the laboratory chamber ozonolysis of a series of cycloalkenes and related compounds are reported. The aim of this work is to investigate the effect of the structure of the hydrocarbon parent molecule on SOA formation for a homologous set of compounds. Aspects of the compound structures that are varied include the number of carbon atoms present in the cycloalkene ring (C_5 to C_8), the presence and location of methyl groups, and the presence of an exocyclic or endocyclic double bond. The specific compounds considered here are cyclopentene, cyclohexene, cycloheptene, cyclooctene, 1-methyl-1-cyclopentene, 1-methyl-1-cyclohexene, 1-methyl-1-cycloheptene, 3-methyl-1-cyclohexene, and methylenecyclohexane. The SOA yield is found to be a function of the number of carbons present in the cycloalkene ring, with an increasing number resulting in increased yield. The yield is enhanced by the presence of a methyl group located at a double-bonded site but reduced by the presence of a methyl group at a non-double-bonded site. The presence of an exocyclic double bond also leads to a reduced yield relative to that of the equivalent methylated cycloalkene. On the basis of these observations, the SOA yield for terpinolene relative to the other cyclic alkenes is qualitatively predicted, and this prediction compares well to measurements of the SOA yield from the ozonolysis of terpinolene. This work shows that relative SOA yields from ozonolysis of cyclic alkenes can be qualitatively predicted from properties of the parent hydrocarbons.

Item Type:Article
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URLURL TypeDescription Information
Flagan, R. C.0000-0001-5690-770X
Seinfeld, J. H.0000-0003-1344-4068
Additional Information:© 2004 American Chemical Society. Received for review December 5, 2003. Revised manuscript received February 19, 2004. Accepted May 17, 2004. Publication Date (Web): June 29, 2004. This research was supported by the Biological and Environmental Research Program (BER), U.S. Department of Energy, Grant No. DE-FG03-01ER 63099, and U.S. Environmental Protection Agency, Grant RD-831-07501-0. Although the research described in this paper has been funded in part by the U.S. Environmental Protection Agency, it has not been subjected to the Agency's required peer and policy review and therefore does not necessarily reflect the views of the Agency, and no official endorsement should be inferred. Dr. J. H. Kroll is thanked for helpful discussions.
Funding AgencyGrant Number
Department of Energy (DOE)DE-FG03-01ER 63099
Environmental Protection Agency (EPA)RD-831-07501-0
Issue or Number:15
Record Number:CaltechAUTHORS:20160614-163656245
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Official Citation:Secondary Organic Aerosol Formation from the Ozonolysis of Cycloalkenes and Related Compounds M. D. Keywood, V. Varutbangkul, R. Bahreini, R. C. Flagan, and J. H. Seinfeld Environmental Science & Technology 2004 38 (15), 4157-4164 DOI: 10.1021/es035363o
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:67927
Deposited By: George Porter
Deposited On:15 Jun 2016 15:32
Last Modified:11 Nov 2021 03:57

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