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31.1.1.1.4 Method 4: Reaction with Organic Hypofluorites

DOI: 10.1055/sos-SD-031-00002

Sandford, G.Science of Synthesis, (20073137.

Trifluoromethyl hypofluorite (F3COF, 15)[‌69‌] is a colorless gas that can be prepared from carbonyl difluoride (difluorophosgene), fluorine, and cesium fluoride. Reactions involving trifluoromethyl hypofluorite are carried out at low temperatures, usually 25°C, in an inert solvent, such as trichlorofluoromethane or chloroform, using vacuum-line techniques. A cosolvent (methanol, acetone, etc.) is sometimes added to aid solubility of the substrate, but competing reactions between the cosolvents with the fluorinating agent can cause problems. Radical inhibitors, such as nitrobenzene or 1,2-dinitrobenzene, enhance the selectivity of the reactions.

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References