Preparation, fluorination and synthetic utility of a CFC-olefin adduct
| Autor: | Alagappan Thenappan, Harry S. Tung, Timothy R. Demmin, G. V. Bindu Madhavan, Michael Van Der Puy |
|---|---|
| Rok vydání: | 1996 |
| Předmět: |
chemistry.chemical_classification
Olefin fiber Ethylene Double bond Organic Chemistry chemistry.chemical_element Biochemistry Medicinal chemistry Catalysis Adduct Inorganic Chemistry Solvent Chromium chemistry.chemical_compound chemistry Environmental Chemistry Organic chemistry Physical and Theoretical Chemistry Triethylphosphite |
| Zdroj: | Journal of Fluorine Chemistry. 76:49-54 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/0022-1139(95)03326-2 |
| Popis: | 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, CF 3 CCl 2 CH 2 CH 2 Cl, 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 CF 3 CF 2 CH=CH 2 as the principal fluorination product. An intermediate, CF 3 CCl=CHCH 2 Cl, 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 CF 3 CCl=CHCH 2 X (X = OAc, OH, Br, I, H). |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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