161791-33-9Relevant academic research and scientific papers
Preparation, fluorination and synthetic utility of a CFC-olefin adduct
Van Der Puy, Michael,Demmin, Timothy R.,Bindu Madhavan,Thenappan, Alagappan,Tung, Harry S.
, p. 49 - 54 (1996)
1,1,1-Trichlorotrifluoroethane was added to ethylene using the catalyst system Fe/triethylphosphite, which eliminated the need for a solvent and avoided the corrosion problems inherent in CuCl-catalyzed reactions. The adduct, CF3CCl2CH2CH2Cl, was fluorinated with HF over a chromium(III) oxide catalyst. A series of alternating dehydrochlorinations and HF additions to internal C=C double bonds was proposed and supported by thermodynamic calculations to explain the formation of CF3CF2CH=CH2 as the principal fluorination product. An intermediate, CF3CCl=CHCH2Cl, formed cleanly by dehydrochlorination of the adduct in the absence of HF, was converted into 4,4,4-trifluorobutanol and other compounds of the type CF3CCl=CHCH2X (X =OAc, OH, Br, I, H).
