Trifluoromethanesulfonic anhydride

SIAL/91737 - purum, ≥98.0% (T)

Synonym: Tf₂O; Triflic anhydride

CAS Number: 358-23-6
Empirical Formula (Hill Notation): C₂F₆O₅S₂
Molecular Weight: 282.14
EC Number: 206-616-8
MDL Number: MFCD00000408
Linear Formula: (CF₃SO₂)₂O
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-91737-5ML	5 mL	$83.30 1/EA		Add To Favorites
45-91737-25ML	25 mL	$310.00 1/EA		Add To Favorites
45-91737-100ML	100 mL	$992.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98.0% (T)
bp	81-83 °C (lit.)
density	1.677 g/mL at 25 °C (lit.)
form	liquid
grade	purum
InChI	1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8
InChI key	WJKHJLXJJJATHN-UHFFFAOYSA-N
Quality Level	200
refractive index	n20/D 1.321 (lit.)
SMILES string	FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F
vapor density	5.2 (vs air)
vapor pressure	8 mmHg ( 20 °C)

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
Application:	Trifluoromethanesulfonic anhydride can be used in the preparation of azido sugars such as 6-azido fucose. It can also be used as a promoter for the Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the absence of catalyst. Tf2O in combination with: • Diphenyl sulfoxide, forms an efficient promoter system for the activation of thioglycosides for glycosylation reactions. • 2-chloropyridine, can be used for secondary amide activation. • Potassium iodide, can effectively mediate the deoxygenation of sulfoxides to form sulfides. • Hydrogen peroxide, for the selective oxidation of sulfanes to sulfoxides in the presence of oxidatively sensitive functional groups. Tf2O can react with: • Ketones in the presence of a base to form vinyl triflates. • Magnesium alkoxides to form corresponding symmetrical or unsymmetrical ethers. • Sodium azide for the in situ preparation of triflyl azide.
Other Notes:	Electrophilic trifyl source. Reviews
Packaging:	100 mL in glass bottle

Symbol	GHS03,GHS05,GHS07
Signal word	Danger
Hazard statements	H272 - H302 - H314 - H335
Precautionary statements	P210 - P220 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
Hazard Codes	C
Risk Statements	14-22-35
Safety Statements	26-36/37/39-43-45
RIDADR	UN 3265 8 / PGII
WGK Germany	WGK 3
Supplemental Hazard Statements	EUH014

Purity	≥98.0% (T)
bp	81-83 °C (lit.)
Density	1.677 g/mL at 25 °C (lit.)
Refractive Index	n20/D 1.321 (lit.)
UNSPSC	12352101

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