Trifluoromethyl hypofluorite is an organofluorine compound with the chemical formula CF3OF. It exists as a colorless gas at room temperature and is highly toxic.[1] It is a rare example of a hypofluorite (compound with an O−F bond). It can be seen as a similar chemical compound to methanol where every hydrogen atom is replaced by a fluorine atom. It is a trifluoromethyl ester of hypofluorous acid. It is prepared by the reaction of fluorine gas with carbon monoxide:
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Names | |||
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Preferred IUPAC name
Trifluoromethyl hypofluorite | |||
Identifiers | |||
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3D model (JSmol)
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ChemSpider |
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ECHA InfoCard | 100.006.157 | ||
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |||
CF3OF | |||
Molar mass | 104.004012 g/mol | ||
Appearance | Colourless gas | ||
Melting point | −213 °C (−351.4 °F; 60.1 K) | ||
Boiling point | −95 °C (−139 °F; 178 K) | ||
Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards
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Toxic | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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The gas hydrolyzes only slowly at neutral pH.
The compound is a source of electrophilic fluorine. It has been used for the preparation of α-fluoroketones from silyl enol ethers.[2] Behaving like a pseudohalogen, it adds to ethylene to give the ether: