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Perfluoro(methyl vinyl ether)

Chemical compound From Wikipedia, the free encyclopedia

Perfluoro(methyl vinyl ether)
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Perfluoro(methyl vinyl ether) is a perfluorinated compound with the formula CF3OCF=CF2. It is the simplest unsaturated perfluoroether. It is a precursor to fluoropolymers.

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Preparation

Preparation begins with hexafluoropropylene oxide (HFPO) and carbonyl fluoride over a metal fluoride catalyst. The fluoride reacts with the carbonyl, forming a perfluoroalkoxide anion. The anion attacks the electrophilic central carbon atom of HFPO in a nucleophilic ring-opening reaction similar to anionic polymerization. Elimination of fluoride regenerates the catalyst and yields perfluoro(2-methoxy propionyl fluoride). The acyl fluoride is then treated with potassium hydroxide to produce the perfluorocarboxylate. Decarboxylation via pyrolysis then yields the ether.[2]

Sulfuryl fluoride adds across the double bond to give CF3OCF(CF3)SO2F. [3]

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Safety and environmental

Its derivatives are included in the PFAS pollutants emitted by manufacturers of fluorocarbons.[4]

References

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