347817

Trifluoromethanesulfonic acid

ReagentPlus^®, ≥99%

• Sinônimo(s): Triflic acid
• Fórmula linear: CF₃SO₃H
• Número CAS: 1493-13-6
• Peso molecular: 150.08
• Beilstein: 1812100
• Número CE: 216-087-5
• Número MDL: MFCD00007514
• Código UNSPSC: 12352106
• ID de substância PubChem: 24861529
• NACRES: NA.22

Propriedades

• grau: reagent grade
• Nível de qualidade: 200
• densidade de vapor: 5.2 (vs air)
• pressão de vapor: 8 mmHg ( 25 °C)
• linha de produto: ReagentPlus^®
• Ensaio: ≥99%
• Formulário: liquid
• índice de refração: n20/D 1.327 (lit.)
• p.e.: 162 °C (lit.)
• pf: - 40 °C
• solubilidade: 1,600 g/L at 20 °C
• densidade: 1.696 g/mL at 25 °C (lit.)
• grupo funcional: fluoro; triflate
• cadeia de caracteres SMILES: OS(=O)(=O)C(F)(F)F
• InChI: 1S/CHF3O3S/c2-1(3,4)8(5,6)7/h(H,5,6,7)
• chave InChI: ITMCEJHCFYSIIV-UHFFFAOYSA-N

Descrição

Descrição geral

Trifluoromethanesulfonic acid is a strong organic acid. It can be prepared by reacting bis(trifluoromethylthio)mercury with H₂O₂. On mixing with HNO₃, it affords a nitrating reagent (a nitronium salt). This reagent is useful for the nitration of aromatic compounds. Its dissociation in various organic solvents has been studied.

Aplicação

Deglycosylation agent

Trifluoromethanesulfonic acid can be used as a catalyst to prepare:

• Substituted tetrahydrofurans and tetrahydropyrans by cyclization of corresponding unsaturated alcohols under acidic conditions.
• Nitriles from corresponding aldehydes by Schmidt reaction.
• Disubstituted five-membered ring lactones by allylboration reaction between 2-alkoxycarbonyl allylboronates and aldehydes.

It can also be used as a catalyst in the Fischer glycosylation and Friedel-Crafts acylation reactions.

Informações legais

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Pictogramas: GHS05,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H290,H302,H314,H335
• Declarações de precaução: P234 - P261 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Classificações de perigo: Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3
• Órgãos-alvo: Respiratory system
• Código de classe de armazenamento: 8A - Combustible corrosive hazardous materials
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): >332.1 °F - Pensky-Martens closed cup
• Ponto de fulgor (°C): > 166.7 °C - Pensky-Martens closed cup
• Equipamento de proteção individual: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter