Neha Patil (Editor)

Trifluoromethyl hypofluorite

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Appearance
  
Colourless gas

ChemSpider ID
  
71322

Molar mass
  
104.004012

Pubchem
  
78989

Chemical formula
  
OCF; 4

Boiling point
  
−95 °C (−139 °F; 178 K)

Trifluoromethyl hypofluorite httpsuploadwikimediaorgwikipediacommonsthu

Melting point
  
−213 °C (−351.4 °F; 60.1 K)

Trifluoromethyl hypofluorite is an organofluorine compound with the formula CF
3
OF
. It exists as a colorless gas at room temperature and is highly toxic. It is a rare example of a hypofluorite (compound with an O-F bond). It is prepared by the fluorination of carbon monoxide:

2 F2 + CO → CF3OF

The gas hydrolyzes only slowly at neutral pH.

Use in organic chemistry

The compound is a source of electrophilic fluorine. It has been used for the preparation of α-fluoroketones from silyl enol ethers. Behaving like a pseudohalogen, it adds to ethylene to give the ether:

CF3OF + CH2CH2 → CF3OCH2CH2F

References

Trifluoromethyl hypofluorite Wikipedia