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Beiträge zur ökologischen Chemie LXI : Photoreaktionen des Aldrin/Dieldrin-Metaboliten Dihydrochlordendicarbonsäure (4,5,6,7,8,8-Hexachloro-4,7-Methano-3a,4,7,7a-Tetrahydroindan-1,3-Dicarbonsäure).

Tetrahedron 30, 1145-1151 (1974)
DOI
Open Access Green as soon as Postprint is submitted to ZB.
Dicarboxylic acid (1) and its dimethylester (2) respectively were irradiated in solutions and in gaseous phase by UV-light of a high pressure mercury lamp with emission above 230 nm. Immersion wells of pyrex and quartz were used for the irradiation experiments. After an irradiation with UV-light having long wavelengths (λ > 300 nm), followed by a diazomethane treatment of the reaction mixture, compounds 5-11 could be isolated from solutions of the dicarboxylic acid (1) in acetone. Dimethylester (2) revealed comparable results. Compounds 3 and 4 were obtained by irradiating the dimethylester (2) in n-hexane and water/methanol respectively with wave-lengths below 300 nm. The dimethylester (2) gaseously distributed in air, yielded two isomeric products and a dechlorination product by irradiation with UV-light (λ < 300 nm). The bridged compound 5 is one of the isomeric photoproducts. This contribution mainly consists in the structural elucidation of products being formed under the influence of UV-light. The spectroscopical data of compounds 1-11 resulting in the proposed structures given in Fig 1 are discussed in the following text.
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Publication type Article: Journal article
Document type Scientific Article
Corresponding Author
ISSN (print) / ISBN 0040-4020
e-ISSN 1464-5416
Journal Tetrahedron
Quellenangaben Volume: 30, Issue: 9, Pages: 1145-1151 Article Number: , Supplement: ,
Publisher Elsevier
Non-patent literature Publications
Reviewing status Peer reviewed
Institute(s) Institute of Ecological Chemistry (IOEC)