711772
1-Butyl-3-methylimidazolium trifluoromethanesulfonate
97%
Synonym(s):
BMIM Otf
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About This Item
Empirical Formula (Hill Notation):
C9H15F3N2O3S
CAS Number:
Molecular Weight:
288.29
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
liquid
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
SMILES string
[O-]S(=O)(=O)C(F)(F)F.CCCCn1cc[n+](C)c1
InChI key
FRZPYEHDSAQGAS-UHFFFAOYSA-M
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
Quality Level
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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.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
>212.0 °F
flash_point_c
> 100 °C
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Selective Quenching of 2-Naphtholate Fluorescence by Imidazolium Ionic Liquids.
Kumar V and Pandey S
The Journal of Physical Chemistry B, 116(39), 12030-12037 (2012)
Preparation and characterization of poly (ethyl methacrylate) based polymer electrolytes doped with 1-butyl-3-methylimidazolium trifluoromethanesulfonate
Ramesh S, et al.
MEASUREMENT, 48, 263-273 (2014)
tert-Amyl ethyl ether separation from its mixtures with ethanol using the 1-butyl-3-methylimidazolium trifluoromethanesulfonate ionic liquid: liquid- liquid equilibrium
Arce A, et al.
Industrial & Engineering Chemistry Research, 43(26), 8323-8327 (2004)
A study of new anhydrous, conducting membranes based on composites of aprotic ionic liquid and cross-linked SPEEK for fuel cell application.
Malik R S, et al.
Electrochimica Acta, 152, 352-359 (2015)
Ion-conductive polymer membranes containing 1-butyl-3-methylimidazolium trifluoromethanesulfonate and 1-ethylimidazolium trifluoromethanesulfonate
Schauer J, et al.
Journal of Membrane Science , 367(1-2), 332-339 (2011)
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