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Sensitized photo-oxidation of methylcyclohexane as a thin film on seawater by irradiation with natural sunlight
Authors:Manfred G Ehrhardt and Rolf R Weber
Institution:(1) Institut für Meereskunde an der Universität, D-24105 Kiel, Germany;(2) Instituto Oceanográfico, Universidade de São Paulo, CEP 05508 São Paulo, Brazil
Abstract:Methylcyclohexane dissolved in and forming a thin film on purified seawater with traces of anthraquinone added as triplet sensitizer was exposed to natural sunlight in a quartz flask. The water was circulated through a glass cartridge filled with Amberlite XAD-2 for the concentration of reaction products which were identified by GC/MS after elution and silica gel chromatography. They included isomeric methylcyclohexanols as the principal components, primary hydroperoxides, a tentatively identified secondary peroxide, methylcyclohexanones, and acyclic ketones. Mass spectra and mechanisms are discussed as well as possible biological consequences of the formation of these compounds.
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