91737

Anhídrido trifluorometanosulfónico

purum, ≥98.0% (T)

• Sinónimos: Anhídrido tríflico
• Fórmula lineal: (CF₃SO₂)₂O
• Número de CAS: 358-23-6
• Peso molecular: 282.14
• Beilstein/REAXYS Number: 1813600
• EC Number: 206-616-8
• MDL number: MFCD00000408
• UNSPSC Code: 12352101
• PubChem Substance ID: 329770073
• NACRES: NA.22

Propiedades

• 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.)
• 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

Descripción

Application

Catalizador de la glucosilación para la síntesis de polisacáridos

Reactivo para la síntesis estereoselectiva de donantes de uronato de metil mannosazida

Activador de la glucosilación directa con hidroxiazúcares anómeros

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

Información de seguridad

• 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
• Storage Class: 5.1B - Oxidizing hazardous materials
• wgk_germany: 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