- Catalytic Conversion of Fluoroalkyl Alkyl Ethers to Carbonyl Compounds
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Fluoroalkyl alkyl ethers are generally available by attack of alkoxide ion on fluoro olefins.In the presence of Lewis acid catalysts, such methyl and ethyl ethers have now been found to lose methyl or ethyl fluoride, respectively, to give fluorinated carbonyl compounds.The carbonyl compounds include acid fluoride, ketone, keto ester, vinyl ketone, acyl ketene, ketene, and acryloyl fluoride.
- England, David C.
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p. 4007 - 4008
(2007/10/02)
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- Fluoroketenes. 10. Synthesis and Chemistry of a Perfluoroacylketene and a Related Perfluorovinyl Ketone
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The synthesis and chemistry of a perfluoroacylketene (12) and a related perfluorovinyl ketone (5) are described.Both are prepared in good yields from a dimer of hexafluoropropene (2).They are thermally stable but very reactive.No acylketene has previously been isolated.Both compounds give the same hydrolysis product and the same product from dimethylformamide.The vinyl ketone, like previously reported perfluoroacryloyl fluorides, is subject to nucleophilic attack at the terminal unsaturated carbon and reacts as a diene in Diels-Alder additions to C=C, C C, C=N, C N, and C=O unsaturation.The acylketene also reacts as a diene togive adducts that are hydrolysis products of the vinyl ketone adducts.
- England, David C.
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p. 147 - 153
(2007/10/02)
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