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Open Access Green as soon as Postprint is submitted to ZB.
Structural elucidation of the chlordene isomer constituents of technical chlordane.
J. Agric. Food Chem. 23, 882-886 (1975)
The technical chlordane constituents designated α-, β-, and γ-chlordene are isomers of chlordene (C10H6Cl6). These isomers are formed via the rearrangement of chlordene by the action of Cl2 or free-radical initiating agents, and they no longer possess the cyclodiene-type structure. Elucidation of these isomeric structures involved various chemical derivitization reactions. Oxidation with chromic oxide yielded ketones and epoxides while reduction with Zn-HOAc or CrCl2 produced mono- and didechlorinated homologs. Photoisom-ers, in which the two original ClC=CCl bonds had been cross-linked, resulted from their unsensitized uv irradiation. Spectral confirmation of structure was obtained by 1H NMR and gas chromatography-mass spectrometry (GC-MS) studies. It is postulated that α-chlordene is 1,2,3,5,7,8-hexa-chloro-1,3a,4,5,6,6a - hexahydro-1,4-ethenopentalene (III) and β-chlordene is 2,3,3a,4,5,7-hexa-chloro-3a,6,7,7a-tetrahydro-1,6-methano-1H-indene (XIII), with γ-chlordene (XI) being the 2,3,3a,4,5,8-hexachloro isomer of β-chlordene.
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Publication type
Article: Journal article
Document type
Scientific Article
Language
english
Publication Year
1975
HGF-reported in Year
0
ISSN (print) / ISBN
0021-8561
e-ISSN
1520-5118
Quellenangaben
Volume: 23,
Issue: 5,
Pages: 882-886
Publisher
American Chemical Society (ACS)
Reviewing status
Peer reviewed
Scopus ID
0016550481
Erfassungsdatum
1977-11-28