158534

Trifluoromethanesulfonic acid

reagent grade, 98%

• Synonyme(s) : TFMSA, 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 : 12352100
• ID de substance PubChem : 24849764
• Nomenclature NACRES : NA.21

Propriétés

• Qualité: reagent grade
• Niveau de qualité: 200
• Densité de vapeur: 5.2 (vs air)
• Pression de vapeur: 8 mmHg ( 25 °C)
• Pureté: 98%
• 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 the strongest monoprotic organic acid. It has been synthesized by the oxidation of bis(trifluoromethylthio)mercury with aqueous hydrogen peroxide. It undergoes complete dissociation in basic solvents such as dimethyl sulfoxide, dimethylacetamide and dimethylformamide. Its dissociation in non-aqueous solvents has been studied by conductometry. On mixing trifluoromethanesulfonic acid with HNO_3, it forms nitronium trifluoromethane sulfonate, which is an excellent nitrating reagent.

Application

Trifluoromethanesulfonic acid is a versatile reagent, employed as catalyst for the following studies:

• Friedel-Crafts acylation of aromatic compounds with methyl benzoate.
• Addition reaction of dialkyl disulfides to terminal alkynes.
• Synthesis of a single cyclic tetrasiloxane containing propylammonium trifluoromethanesulfonate and methyl side-chain groups (Am-CyTS).
• Preparation of starting reagents for the synthesis of fluorinated 2,5-substituted 1-ethyl-1H-benzimidazole derivatives.
• Synthesis of aryl triflates, the lactonization of alkenoic acids, and the formation of E-alkenes.

Trifluoromethanesulfonic acid may be used as an initiator for the cationic polymerization of styrene, hexamethylcyclotrisiloxane and L,L-dilactide.

Deglycosylation agent

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