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176176

Sigma-Aldrich

Trifluoromethanesulfonic anhydride

99%

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Synonym(s):
Triflic anhydride
Linear Formula:
(CF3SO2)2O
CAS Number:
Molecular Weight:
282.14
Beilstein/REAXYS Number:
1813600
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.2 (vs air)

Quality Level

vapor pressure

8 mmHg ( 20 °C)

assay

99%

form

liquid

refractive index

n20/D 1.321 (lit.)

bp

81-83 °C (lit.)

density

1.677 g/mL at 25 °C (lit.)

SMILES string

FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F

InChI

1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8

InChI key

WJKHJLXJJJATHN-UHFFFAOYSA-N

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This Item
91737143502164798
Trifluoromethanesulfonic anhydride 99%

176176

Trifluoromethanesulfonic anhydride

Trifluoromethanesulfonic anhydride purum, ≥98.0% (T)

91737

Trifluoromethanesulfonic anhydride

Trimethylacetic anhydride 99%

143502

Trimethylacetic anhydride

Trifluoromethanesulfonyl chloride ≥99%

164798

Trifluoromethanesulfonyl chloride

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

-

refractive index

n20/D 1.321 (lit.)

refractive index

n20/D 1.321 (lit.)

refractive index

n20/D 1.409 (lit.)

refractive index

n20/D 1.334 (lit.)

density

1.677 g/mL at 25 °C (lit.)

density

1.677 g/mL at 25 °C (lit.)

density

0.918 g/mL at 25 °C (lit.)

density

1.583 g/mL at 25 °C (lit.)

form

liquid

form

liquid

form

liquid

form

liquid

bp

81-83 °C (lit.)

bp

81-83 °C (lit.)

bp

193 °C (lit.)

bp

29-32 °C (lit.)

General description

Trifluoromethanesulfonic anhydride, also known as triflic anhydride, is an electrophilic reagent that is an efficient source of trifluoromethyl. It is commonly used in organic chemistry to convert oxygen-containing compounds to triflates and for the electrophilic activation and subsequent conversion of amides, sulfoxides, and phosphorus oxides.

Application

Catalyst for glycosylation for synthesis of polysaccharides

Reagent for stereoselective synthesis of mannosazide methyl uronate donors

Activator for direct glycosylation with anomeric hydroxy sugars
Trifluoromethanesulfonic anhydride can be used as :
  • A Reactant in the synthesis of Dipentaerythritol hexatriflate via triflatation method and Azido-diphenyl-acetic acid.
  • Catalyst for glycosylation for synthesis of polysaccharides.
  • Reagent for stereoselective synthesis of mannosazide methyl uronate donors.
  • Activator for direct glycosylation with anomeric hydroxy sugars
  • A methylation reagent to synthesize trifluoromethylated compounds by direct introduction of CF3 group to (hetero)arenes.
  • A reagent to prepare substituted tetrazoles from secondary amides using sodium azide.
  • A reagent in Bischler−Napieraiski cyclization reaction along with 4-(N,N-dimethylamnino)pyridine.

accessory

Product No.
Description
Pricing

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Ox. Liq. 2 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

5.1B - Oxidizing hazardous materials

wgk_germany

WGK 3

flash_point_f

not determined

flash_point_c

not determined

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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