β-Ionone reactions with ozone and OH radical: Rate constants and gas-phase products

The bimolecular rate constants, k OH + β -ionone (118±30)×10 −12 cm 3 molecule −1 s −1 and k O 3 + β ‐ ionone , (0.19±0.05)×10 −16 cm 3 molecule −1 s −1, were measured using the relative rate technique for the reaction of the hydroxyl radical (OH) and ozone (O 3) with 4-(2,6,6-trimethyl-1-cyclohexen...

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Vydané v:	Atmospheric environment (1994) Ročník 41; číslo 38; s. 8758 - 8771
Hlavní autori:	Forester, Crystal D., Ham, Jason E., Wells, J. Raymond
Médium:	Journal Article
Jazyk:	English
Vydavateľské údaje:	Oxford Elsevier Ltd 01.12.2007 Elsevier Science
Predmet:	4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one Annelation Applied sciences Atmospheric pollution Exact sciences and technology Indoor pollution and occupational exposure Kinetics Oxygenated organic compounds Pollution Reaction products β-Ionone β-Irisone Reaction products Annelation β-Ionone Oxygenated organic compounds 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one Kinetics β-Irisone Unsaturated cyclic compound Pollutant behavior Reaction product Ozone Volatile organic compound Chemical degradation Free radical reaction Chemical reaction kinetics Ozonization Atmospheric chemistry Reaction mechanism Indoor pollution Hydroxyl radicals Oxidation Enone Degradation product Organic compounds
ISSN:	1352-2310, 1873-2844
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Shrnutí:	The bimolecular rate constants, k OH + β -ionone (118±30)×10 −12 cm 3 molecule −1 s −1 and k O 3 + β ‐ ionone , (0.19±0.05)×10 −16 cm 3 molecule −1 s −1, were measured using the relative rate technique for the reaction of the hydroxyl radical (OH) and ozone (O 3) with 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one ( β-ionone) at 297±3 K and 1 atm total pressure. To more clearly define part of β-ionone's indoor environment degradation mechanism, the products of the β-ionone+OH and β-ionone+O 3 reactions were also investigated. The identified β-ionone+OH reaction products were: glyoxal (ethanedial, HC(=O)C(=O)H), and methylglyoxal (2-oxopropanal, CH 3C(=O)C(=O)H) and the identified β-ionone+O 3 reaction product was 2-oxopropanal. The derivatizing agents O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine (PFBHA) and N, O-bis(trimethylsilyl)trifluoroacetamide (BSTFA) were used to propose 2,6,6-trimethylcyclohex-1-ene-1-carbaldehyde as the other major β-ionone+OH and β-ionone+O 3 reaction product. The elucidation of this other reaction product was facilitated by mass spectrometry of the derivatized reaction products coupled with plausible β-ionone+OH and β-ionone+O 3 reaction mechanisms based on previously published volatile organic compound+OH and volatile organic compound+O 3 gas-phase reaction mechanisms. The additional gas-phase products observed from the β-ionone+OH reaction are proposed to be the result of cyclization through a radical intermediate.
Bibliografia:	ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-1 content type line 23
ISSN:	1352-2310 1873-2844
DOI:	10.1016/j.atmosenv.2007.07.047