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Trifluoromethanesulfonic acid difluoromethyl ester

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Trifluoromethanesulfonic acid difluoromethyl ester Basic information

Product Name:
Trifluoromethanesulfonic acid difluoromethyl ester
Synonyms:
  • Difluoromethyl trifluoromethanesulfonate 95%
  • Trifluoromethanesulfonic acid difluoromethyl ester
  • Difluoromethyl triflate 95%
  • Difluoromethyl triflate
  • Difluoromethyl trifluoromethanesulfonate
  • Methanesulfonic acid, 1,1,1-trifluoro-, difluoromethyl ester
CAS:
1885-46-7
MF:
C2HF5O3S
MW:
200.08
Mol File:
1885-46-7.mol
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Trifluoromethanesulfonic acid difluoromethyl ester Chemical Properties

Boiling point:
48.5-49 °C
Density 
1.584 g/mL at 25 °C
Flash point:
57℃
storage temp. 
2-8°C
form 
liquid
color 
Clear, colourless
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Safety Information

Hazard Codes 
C,Xn
Risk Statements 
22-34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2920 3(8) / PGII
WGK Germany 
3
HS Code 
2905190098
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Trifluoromethanesulfonic acid difluoromethyl ester Usage And Synthesis

Uses

Difluoromethyl triflate (TfO-CHF2) can be used as a reagent:

  • In difluoromethylation reaction.
  • To prepare difluoromethoxylated heterocycles by reacting with hydroxylated N-based heterocycles.
  • To synthesize trifluoromethylated arenes by treating with diaryliodonium salts in the presence of copper and tetrabutylammonium difluorotriphenylsilicate (TBAT).

It allows for a simple method toward the preparation of difluoromethyl ethers and thioethers under basic conditions from alcohols and thiols. Difluoromethyl phenols can also be obtained in a single pot from boronic acids and C-H activation of arenes.

General Description

Difluoromethyl triflate (HCF2OTf) is an easy to handle, air-stable and non-ozone-depleting liquid reagent for difluoromethylation. It can be prepared by reacting trifluoromethyltrimethylsilane (TMSCF3) and triflic acid in the presence of titanium tetrachloride (TiCl4).

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