711772

1-Butyl-3-methylimidazolium trifluoromethanesulfonate

97%

• Synonym(s): BMIM Otf
• Empirical Formula (Hill Notation): C₉H₁₅F₃N₂O₃S
• CAS Number: 174899-66-2
• Molecular Weight: 288.29
• MDL number: MFCD03427620
• UNSPSC Code: 12352100
• PubChem Substance ID: 329763088
• NACRES: NA.22
• form: liquid
• assay: 97%

Properties

• Quality Level: 100
• assay: 97%
• form: liquid
• impurities: ≤0.5% water
• refractive index: n20/D 1.434
• density: 1.292 g/mL at 20 °C (lit.)
• functional group: fluoro; triflate
• SMILES string: [O-]S(=O)(=O)C(F)(F)F.CCCCn1cc[n+](C)c1
• InChI: 1S/C8H15N2.CHF3O3S/c1-3-4-5-10-7-6-9(2)8-10;2-1(3,4)8(5,6)7/h6-8H,3-5H2,1-2H3;(H,5,6,7)/q+1;/p-1
• InChI key: FRZPYEHDSAQGAS-UHFFFAOYSA-M

Description

General description

1-Butyl-3-methylimidazolium trifluoromethanesulfonate [bmim][OTf] is a versatile ionic liquid commonly used in synthetic chemistry.[1][2]

Application

[bmim][OTf] can be used as:       

• A glycosylation promoter in the synthesis of oligosaccharides from thiophenyl and trichloroacetimidate glycoside donors.[1]      
•  A solvent for the extraction of sulfur and nitrogen containing aromatic organic compounds from aliphatic hydrocarbons.[3]
•   A reagent in the preparation of ion-conductive polymeric membranes.[4]        
• A dopant in the synthesis of poly (ethyl methacrylate) based polymer electrolytes to increase the ionic conductivity.[5]
•  A reaction medium to synthesize aryl ketones by Friedel–Crafts benzoylation of aryl compounds by using bismuth triflate as a catalyst.[6]

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: >212.0 °F
• flash_point_c: > 100 °C
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter