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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)
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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Publikationstyp
Artikel: Journalartikel
Dokumenttyp
Wissenschaftlicher Artikel
ISSN (print) / ISBN
0040-4020
e-ISSN
1464-5416
Zeitschrift
Tetrahedron
Quellenangaben
Band: 30,
Heft: 9,
Seiten: 1145-1151
Verlag
Elsevier
Nichtpatentliteratur
Publikationen
Begutachtungsstatus
Peer reviewed
Institut(e)
Institute of Ecological Chemistry (IOEC)