91737

Trifluoromethanesulfonic anhydride

purum, ≥98.0% (T)

• Synonim(y): Tf₂O, Triflic anhydride
• Wzór liniowy: (CF₃SO₂)₂O
• Numer CAS: 358-23-6
• Masa cząsteczkowa: 282.14
• UNSPSC Code: 12352101
• NACRES: NA.22
• PubChem Substance ID: 329770073
• EC Number: 206-616-8
• Beilstein/REAXYS Number: 1813600
• MDL number: MFCD00000408
• Assay: ≥98.0% (T)
• Form: liquid

Właściwości

• vapor density: 5.2 (vs air)
• Quality Level: 200
• vapor pressure: 8 mmHg ( 20 °C)
• grade: purum
• assay: ≥98.0% (T)
• form: liquid
• refractive index: n20/D 1.321 (lit.)
• bp: 81-83 °C (lit.)
• density: 1.677 g/mL at 25 °C (lit.)
• functional group: fluoro, triflate
• 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

Opis

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.[1]
• 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.

Catalyst for glycosylation for synthesis of polysaccharides

Reagent for stereoselective synthesis of mannosazide methyl uronate donors

Activator for direct glycosylation with anomeric hydroxy sugars

Other Notes

Electrophilic trifyl source. Reviews

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Informacja o środkach bezpieczeństwa

• pictograms: GHS03,GHS05,GHS07
• signalword: Danger
• hcodes: H272,H302,H314,H335
• pcodes: P210 - P220 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Ox. Liq. 2 - Skin Corr. 1B - STOT SE 3
• target_organs: Respiratory system
• Klasa składowania: 5.1B - Oxidizing hazardous materials
• wgk: WGK 3
• flash_point_f: not determinedboils before flash
• flash_point_c: not determinedboils before flash
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter