Product investigation of the gas phase ozonolysis of 1-penten-3-ol, cis-2-penten-1-ol and trans-3-hexen-1-ol

It is well known that the ozonolysis of organic compounds leads to the formation of oxygenated products, which can increase the oxidizing ability of the atmosphere. In this work, the products of the gas phase reactions of ozone with three unsaturated alcohols: 1-penten-3-ol (1P3OL), cis-2-penten-1-o...

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Bibliographic Details
Published in:Atmospheric environment (1994) 2020-10, Vol.238, p.117732, Article 117732
Main Authors: Kalalian, C., Roth, E., El Dib, G., Singh, H.J., Rao, P.K., Chakir, A.
Format: Article
Language:English
Subjects:
Biogenic volatile organic compounds (BVOC)
Ozonolysis
Physics
Products formation yields
Reaction mechanisms
Unsaturated alcohols
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Summary:It is well known that the ozonolysis of organic compounds leads to the formation of oxygenated products, which can increase the oxidizing ability of the atmosphere. In this work, the products of the gas phase reactions of ozone with three unsaturated alcohols: 1-penten-3-ol (1P3OL), cis-2-penten-1-ol (c-2P1OL) and trans-3-hexen-1-ol (t-3H1OL) were investigated. The products formation yields were determined at 298 K and 760 Torr, in dry condition, in a 63 L pyrex reactor. The analysis of the products was performed in situ using Fourrier transform infrared (FTIR) spectroscopy (ie technique) and solid phase microextraction sampling in conjunction with gas chromatography coupled to mass spectrometry (SPME/GC-MS) (ie technique). The average yields of primary products were (in %): formaldehyde (62 ± 12) and 2-hydroxybutanal (46 ± 10) for the reaction of O3 with 1-penten-3-ol; glycolaldehyde (56 ± 14) and propanal (40 ± 10) for the reaction of O3 with cis-2-penten-1-ol; propanal (63 ± 8) and 3-hydroxypropanal (43 ± 10) for the reaction of O3 with trans-3-hexen-1-ol. As for secondary products, their average yields were (in %): propanal (12 ± 4) and acetaldehyde (10 ± 4) for the ozonolysis of 1-penten-3-ol; acetaldehyde (13 ± 5), 2-hydroxypropanal (10 ± 2) and methylglyoxal (3 ± 1) for the ozonolysis of cis-2-penten-1-ol, acetaldehyde (30 ± 4), glycolaldehyde (16 ± 4) and methylglyoxal (8 ± 3) for the ozonolysis of trans-3-hexen-1-ol. The obtained yields were compared to the values available in literature. Based on the results obtained in this study, plausible reaction mechanisms of the ozonolysis of these unsaturated alcohols have been proposed. [Display omitted] •Product formation yields from the ozonolysis of unsaturated alcohols were investigated.•The average yields of primary and secondary products were determined.•Results are compared to those found in literature.•Reaction mechanisms of the ozone reaction with the studied alcohols were proposed.
ISSN:1352-2310
1873-2844
DOI:10.1016/j.atmosenv.2020.117732