347817

Trifluoromethanesulfonic acid

ReagentPlus^®, ≥99%

• Sinonimo/i: Triflic acid
• Formula condensata: CF₃SO₃H
• Numero CAS: 1493-13-6
• Peso molecolare: 150.08
• Beilstein: 1812100
• Numero CE: 216-087-5
• Numero MDL: MFCD00007514
• Codice UNSPSC: 12352106
• ID PubChem: 24861529
• NACRES: NA.22

Proprietà

• Grado: reagent grade
• Densità del vapore: 5.2 (vs air)
• Tensione di vapore: 8 mmHg ( 25 °C)
• Nome Commerciale: ReagentPlus^®
• Saggio: ≥99%
• Stato: liquid
• Indice di rifrazione: n20/D 1.327 (lit.)
• P. ebollizione: 162 °C (lit.)
• Punto di fusione: - 40 °C
• Solubilità: 1,600 g/L at 20 °C
• Densità: 1.696 g/mL at 25 °C (lit.)
• Gruppo funzionale: fluoro; triflate
• Stringa SMILE: OS(=O)(=O)C(F)(F)F
• InChI: 1S/CHF3O3S/c2-1(3,4)8(5,6)7/h(H,5,6,7); ITMCEJHCFYSIIV-UHFFFAOYSA-N

Descrizione

Descrizione generale

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.

Applicazioni

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.

Note legali

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

Informazioni sulla sicurezza

• Pittogrammi: GHS05,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H290,H302,H314,H335
• Consigli di prudenza: P234 - P261 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 8A - Combustible corrosive hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 1
• Punto d’infiammabilità (°F): >332.1 °F - Pensky-Martens closed cup
• Punto d’infiammabilità (°C): > 166.7 °C - Pensky-Martens closed cup
• Dispositivi di protezione individuale: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter