Journal
ANALYTICAL AND BIOANALYTICAL CHEMISTRY
Volume 390, Issue 3, Pages 913-919Publisher
SPRINGER HEIDELBERG
DOI: 10.1007/s00216-007-1755-4
Keywords
beta-caryophyllene; beta-caryophyllene aldehyde; beta-nocaryophyllone aldehyde; oxidation; ozonolysis; aerosol particle; GC-MS
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Oxidation of beta-caryophyllene with ozone followed by reduction was carried out in dichloromethane. Reaction led to the formation of beta-caryophyllene aldehyde (11%, purity 90.8%) and beta-nocaryophyllone aldehyde (79%, purity 99%). Compounds were purified and separated by liquid-liquid extraction and flash chromatography. Identifications were achieved by electron-impact and electrospray ionization mass spectrometry, and precise structures were confirmed by one and two-dimensional nuclear magnetic resonance spectroscopy. The prepared compounds were used in the analysis of ambient aerosol samples collected during spring 2003 at Hyytiala, Finland. beta-Nocaryophyllone aldehyde was positively identified and quantified in ambient aerosol samples for the first time. The amount of quantified beta-nocaryophyllone aldehyde of aerosol origin was 17.4 +/- 1.0 ng m(-3) of sampled air. Comparison with previous findings led to the conclusion that oxidation products of beta-caryophyllene participate in biogenic aerosol formation over boreal forest during late spring.
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