A new agent for derivatizing carbonyl species used to investigate limonene ozonolysis

A new method for derivatizing carbonyl compounds is presented. The conversion of a series of dicarbonyls to oximes in aqueous solution and from gas-phase sampling was achieved using O-tert-butylhydroxylamine hydrochloride (TBOX). Some advantages of using this derivatization agent include: aqueous re...

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Vydáno v:	Atmospheric environment (1994) Ročník 99; s. 519 - 526
Hlavní autoři:	Wells, J.R., Ham, Jason E.
Médium:	Journal Article
Jazyk:	angličtina
Vydáno:	Kidlington Elsevier Ltd 01.12.2014 Elsevier
Témata:	Air Applied sciences aqueous solutions atmospheric chemistry Atmospheric pollution Biological and medical sciences carbonyl compounds cyclohexanes Derivatization Environmental pollutants toxicology Exact sciences and technology hydroxyl radicals limonene Medical sciences methodology molecular weight oximes Oxygenated organic compounds Ozone ozonolysis Pollution Reaction products Toxicology Reaction products Oxygenated organic compounds Ozone Derivatization Ozonolysis Terpenoid 1,8-p-Menthadiene Photochemical oxidants Hydrocarbon Reaction product Volatile organic compound Aldehyde Housing Ketone Furnishings Terpene Indoor pollution Monoterpene Air pollution Organic compounds
ISSN:	1352-2310, 1873-2844
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Popis
Shrnutí:	A new method for derivatizing carbonyl compounds is presented. The conversion of a series of dicarbonyls to oximes in aqueous solution and from gas-phase sampling was achieved using O-tert-butylhydroxylamine hydrochloride (TBOX). Some advantages of using this derivatization agent include: aqueous reactions, lower molecular weight oximes, and shortened oxime-formation reaction time. Additionally, the TBOX derivatization technique was used to investigate the carbonyl reaction products from limonene ozonolysis. With ozone (O3) as the limiting reagent, four carbonyl compounds were detected: 7-hydroxy-6-oxo-3-(prop-1-en-2-yl)heptanal; 3-Isopropenyl-6-oxoheptanal (IPOH), 3-acetyl-6-oxoheptanal (3A6O) and one carbonyl of unknown structure. Using cyclohexane as a hydroxyl (OH) radical scavenger, the relative yields (peak area) of the unknown carbonyl, IPOH, and 3A6O were reduced indicating the influence secondary OH radicals have on limonene ozonolysis products. The relative yield of the hydroxy-dicarbonyl based on the chromatogram was unchanged suggesting it is only made by the limonene + O3 reaction. The detection of 3A6O using TBOX highlights the advantages of a smaller molecular weight derivatization agent for the detection of multi-carbonyl compounds. The use of TBOX derivatization if combined with other derivatization agents may address a recurring need to simply and accurately detect multi-functional oxygenated species in air. •Lower molecular weight agent for carbonyl derivatization.•Aqueous collection and derivatization of gas-phase dicarbonyls and limonene ozonolysis products.•Multi-functional carbonyls detected from limonene ozonolysis
Bibliografie:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1352-2310 1873-2844
DOI:	10.1016/j.atmosenv.2014.10.015