792764

Difluoromethyl triflate

95%

• Synonym(e): Difluoromethyl trifluoromethanesulfonate, Trifluoromethanesulfonic acid difluoromethyl ester
• Empirische Formel (Hill-System): C₂HF₅O₃S
• CAS-Nummer: 1885-46-7
• Molekulargewicht: 200.08
• MDL-Nummer: MFCD28054469
• UNSPSC-Code: 12352108
• PubChem Substanz-ID: 329768368
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 95%
• Form: liquid
• Dichte: 1.584 g/mL at 25 °C
• Funktionelle Gruppe: fluoro; triflate
• Lagertemp.: 2-8°C
• SMILES String: O=S(OC(F)F)(C(F)(F)F)=O
• InChI: 1S/C2HF5O3S/c3-1(4)10-11(8,9)2(5,6)7/h1H
• InChIKey: DAANAKGWBDWGBQ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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).

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS02,GHS05,GHS07
• Signalwort: Danger
• H-Sätze: H226,H302,H314
• P-Sätze: P210 - P233 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 135.0 °F
• Flammpunkt (°C): 57.22 °C