347817

Trifluoromethanesulfonic acid

ReagentPlus^®, ≥99%

• Synonyme(s) : Triflic acid
• Formule linéaire : CF₃SO₃H
• Numéro CAS: 1493-13-6
• Poids moléculaire : 150.08
• Numéro Beilstein : 1812100
• Numéro CE : 216-087-5
• Numéro MDL: MFCD00007514
• Code UNSPSC : 12352106
• ID de substance PubChem : 24861529
• Nomenclature NACRES : NA.22

Propriétés

• Densité de vapeur: 5.2 (vs air)
• Pression de vapeur: 8 mmHg ( 25 °C)
• Gamme de produits: ReagentPlus^®
• Pureté: ≥99%
• Forme: liquid
• Indice de réfraction: n20/D 1.327 (lit.)
• Point d'ébullition: 162 °C (lit.)
• Densité: 1.696 g/mL at 25 °C (lit.)
• Chaîne SMILES: OS(=O)(=O)C(F)(F)F
• InChI: 1S/CHF3O3S/c2-1(3,4)8(5,6)7/h(H,5,6,7)
• Clé InChI: ITMCEJHCFYSIIV-UHFFFAOYSA-N

Description

Description générale

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.

Application

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.

Deglycosylation agent

Informations légales

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

Informations sur la sécurité

• Pictogrammes: GHS05,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H290,H302,H314,H335
• Conseils de prudence: P234 - P261 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Classification des risques: Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 8A - Combustible corrosive hazardous materials
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): >332.1 °F - Pensky-Martens closed cup
• Point d'éclair (°C): > 166.7 °C - Pensky-Martens closed cup
• Équipement de protection individuelle: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter