Reaction of 1,2-dichloroiodotrifluoroethane with zinc |
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| Affiliation: | 1. Shanghai Key Laboratory of Materials Protection and Advanced Materials in Electric Power, Shanghai University of Electric Power, Shanghai 200090, China;2. Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China;1. Chemours Company, Fluoroproducts, Experimental Station, PO Box 80262, Wilmington, DE 19880-0262, USA;2. DuPont Central Research and Development, Experimental Station, PO Box 80328, Wilmington, DE 19880-0328, USA;1. Key Laboratory of Small Functional Organic Molecule, Ministry of Education and Jiangxi''s Key Laboratory of Green Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330022, PR China;2. Department of Obstetrics and Gynecology, Jiangxi Provincial People''s Hospital, Nanchang, Jiangxi 330006, PR China;1. Laboratoire de Catalyse Asymétrique écocompatible (LCAE), Université Badji Mokhtar Annaba. B.P 12, 23000, Annaba, Algeria;2. Laboratoire d’Obtention des Substances Thérapeutiques (LOST), Université Constantine 1, 25000, Algeria;3. Laboratoire de Chimie des Matériaux, Université Constantine 1, 25000, Algeria;4. Ecole Normale Supérieure de Constantine, Université Constantine 3, 25000, Algeria;5. Université de Lyon, Centre de Diffractométrie Henri Longchambon, Villeurbanne, France;6. Laboratoire de Physicochimie Analytique et Cristallochimie des Matériaux Organométalliques et Biomoléculaires, Université Constantine 1, 25000, Algeria;7. Université de Lyon, F-69003, Lyon, France;8. Université Lyon 1, Villeurbanne, CNRS UMR5306, Institut Lumière Matière, France;1. Department of Chemistry and Chemical Biology, 1280 Main Street West, Hamilton, Ontario, L8S 4M1, Canada;2. Department of Physics and Astronomy, McMaster University, 1280 Main Street West, Hamilton, Ontario, L8S 4M1, Canada |
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| Abstract: | The zinc coupling reaction of 1,2-dichloroiodotrifluoroethane (I) in acetic anhydride-methylene chloride has been reinvestigated in more detail than its original disclosure. The expected coupling product C4F6Cl4 was shown to be an isomeric mixture of three components, CF2ClCFClCFClCF2Cl (II, 80%), CFCl2CF2CF2CFCl2 (IIa, 15%) and CF2ClCFClCF2CFCl2 (IIb, 5%). In addition, other products e.g. CF2CFCl, C6F9Cl5 and C8F12Cl6 were formed in minor quantities. A probable mode of formation of the various byproducts via initial formation of CF2CFCl and subsequent telomerization is presented. |
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