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Peroxy radical isomerization in the oxidation of isoprene
Abstract
We report experimental evidence for the formation of C(5)-hydroperoxyaldehydes (HPALDs) from 1,6-H-shift isomerizations in peroxy radicals formed from the hydroxyl radical (OH) oxidation of 2-methyl-1,3-butadiene (isoprene). At 295 K, the isomerization rate of isoprene peroxy radicals (ISO2•) relative to the rate of reaction of ISO2• + HO2 is k(isom)(295)/(k(ISO2•+HO2)(295)) = (1.2 ± 0.6) x 10(8) mol cm(-3), or k(isom)(295) ≃ 0.002 s(-1). The temperature dependence of this rate was determined through experiments conducted at 295, 310 and 318 K and is well described by k(isom)(T)/(k(ISO2•+HO2)(T)) = 2.0 x 10(21) exp(-9000/T) mol cm(-3). The overall uncertainty in the isomerization rate (relative to k(ISO2•+HO2)) is estimated to be 50%. Peroxy radicals from the oxidation of the fully deuterated isoprene analog isomerize at a rate ∼15 times slower than non-deuterated isoprene. The fraction of isoprene peroxy radicals reacting by 1,6-H-shift isomerization is estimated to be 8-11% globally, with values up to 20% in tropical regions.
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Cited by
Bianchi, F., Kurtén, T., Riva, M., Mohr, C., Rissanen, M. P., Roldin, P., Berndt, T., Crounse, J. D., Wennberg, P. O., Mentel, T. F., et al. (2019) · Chemical Reviews · doi:10.1021/acs.chemrev.8b00395 · Cited by 1,084
Self-citationPöschl, U., & Shiraiwa, M. (2015) · Chemical Reviews · doi:10.1021/cr500487s · Cited by 657
The Molecular Identification of Organic Compounds in the Atmosphere: State of the Art and Challenges
Nozière, B., Kalberer, M., Claeys, M., Allan, J., D’Anna, B., Decesari, S., Finessi, E., Glasius, M., Grgić, I., Hamilton, J. F., et al. (2015) · Chemical Reviews · doi:10.1021/cr5003485 · Cited by 656
Atmospheric Chemistry of Oxygenated Volatile Organic Compounds: Impacts on Air Quality and Climate
Mellouki, A., Wallington, T. J., & Chen, J. (2015) · Chemical Reviews · doi:10.1021/cr500549n · Cited by 630
The MCM v3.3.1 degradation scheme for isoprene
Jenkin, M. E., Young, J. C., & Rickard, A. R. (2015) · Atmospheric Chemistry and Physics · doi:10.5194/acp-15-11433-2015 · Cited by 623
Metadata
- Authors
- Crounse, J. D., Paulot, F., Kjaergaard, H. G., & Wennberg, P. O.
- Venue
- Physical Chemistry Chemical Physics
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2011
- Volume
- 13
- Issue
- 30
- Pages
- 13607
- ISSN
- 1463-9076 (ISSN-L)
- 1463-9084
- OpenAlex
- W1976186159
- Cited by
- 327
- References
- 0
- FWCI
- 16.19
- Type
- journal article
- Language
- en
- Open access
- closed
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- Crounse, J. D., Paulot, F., Kjaergaard, H. G., & Wennberg, P. O. (2011). Peroxy radical isomerization in the oxidation of isoprene. Physical Chemistry Chemical Physics. https://doi.org/10.1039/c1cp21330j
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