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711772 Sigma-Aldrich

1-Butyl-3-methylimidazolium trifluoromethanesulfonate

97%

Synonym: BMIM Otf

  • CAS Number 174899-66-2

  • Empirical Formula (Hill Notation) C9H15F3N2O3S

  • Molecular Weight 288.29

  •  MDL number MFCD03427620

  •  PubChem Substance ID 329763088

  •  NACRES NA.22

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Properties

Related Categories Chemical Synthesis, Imidazolium ionic liquids, Ionic Liquids, Specialty Synthesis
Quality Level   100
assay   97%
impurities   ≤0.5% water
refractive index   n20/D 1.434
density   1.292 g/mL at 20 °C (lit.)
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.

Application

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

Packaging

1 kg in glass bottle

100 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2810 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
212.0 °F
Flash Point(C) 
> 100 °C

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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