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Fluorocyclohexanes. Part XVII. Dehydrofluorinations of the cis and the trans isomers of 2H-1-(difluoromethyl)decafluorocyclohexane
Affiliation:1. Center for Wireless and Population Health Systems, University of California, San Diego, La Jolla, California;2. School of Nutrition and Health Promotion, Arizona State University, Phoenix, Arizona;3. Cornell NYC Tech, Department of Computer Science, Cornell University, New York, New York;4. Feinberg School of Medicine, Northwestern University, Chicago, Illinois;5. Faculty of Behavioural and Movement Sciences, Section of Clinical Psychology, VU University Amsterdam, Amsterdam, the Netherlands;6. Centre for Behaviour Change, University College London, London, United Kingdom;;7. NIH, Bethesda, Maryland;1. Ivey Business School, 1255 Western Rd, London, N6G 0N1, ON, Canada;2. NARUC, 1101 Vermont Avenue, NW, Suite 200, 20005, Washington, DC, USA;1. Department of Agriculture, Forestry and Bioresources, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, the Republic of Korea;2. Research Institute of Agriculture and Life Sciences, Seoul National University, Seoul 08826, the Republic of Korea;3. National Institute of Horticultural and Herbal Science, Rural Development Administration, Wanju-gun 55365, the Republic of Korea;1. Department of Chemical Engineering, The Pennsylvania State University, University Park, PA, 16802, USA;2. Department of Materials Science and Engineering, The Pennsylvania State University, University Park, PA, 16802, USA;3. Materials Research Institute, The Pennsylvania State University, University Park, PA, 16802, USA
Abstract:2H-1-(Difluoromethyl)octafluorocyclohex-1-ene (I) and cobalt trifluoride at 165 °C afforded 2H-1-(trifluoromethyl)octafluorocyclohex-1-ene (IV) and four decafluorocyclohexane derivatives: the cis (III), and trans (V), -2H-1-(trifluoromethyl)-; the cis (VII), and trans (VI), 2H-1-(difluoromethyl) compounds. Dehydrofluorination of VII, using aqueous potassium hydroxide, gave only one alkene, 1-(difluoromethyl)nonafluorocyclohex-1-ene (VIII). In a slower reaction VI afforded two alkenes, mainly VIII, But also an isomer, 1-(difluoromethyl)nonafluorocyclohex-2-ene (IX) (ratio 2:1).
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