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11291

Sigma-Aldrich

1-Ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide

≥97.0% (NMR)

Synonym(s):

EMIM BTI, EMIM TFSI, EMIMIm

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About This Item

Empirical Formula (Hill Notation):
C8H11F6N3O4S2
CAS Number:
Molecular Weight:
391.31
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (NMR)

form

liquid

impurities

<0.5% water

mp

≥−15 °C (lit.)

functional group

fluoro

SMILES string

CCn1cc[n+](C)c1.FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F

InChI

1S/C6H11N2.C2F6NO4S2/c1-3-8-5-4-7(2)6-8;3-1(4,5)14(10,11)9-15(12,13)2(6,7)8/h4-6H,3H2,1-2H3;/q+1;-1

InChI key

LRESCJAINPKJTO-UHFFFAOYSA-N

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General description

1-Ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide [EMIM][N(Tf)2] is a room temperature ionic liquid (RTIL). ([EMIM][N(Tf)2]) as a non-aqueous solvent, is advantageous over traditional aprotic polar organic solvents in electrochemical investigation of electroactive species since it has low vapor pressure, high thermal stability, good conductivity and a wide electrochemical window. [EMIM][N(Tf)2] shows good solubility in CO2.

Application

[EMIM][N(Tf)2] may be used as a green solvent for the synthesis of zinc oxide (ZnO) nanoparticles under microwave conditions. It is useful in reactions which need a solvent with high CO2 solubility.

Physical form

fluorinated, hydrophobic ionic liquid

Other Notes

Enantioselective reactions in ionic liquids

Legal Information

Product protected by U.S. Patent 5,827,602 assigned to Covalent Associates, Inc. Woburn, Ma, USA

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

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Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Charging/discharging kinetics of poly (3, 4-ethylenedioxythiophene) in 1-ethyl-3-methylimidazolium bis-(trifluoromethylsulfonyl) imide ionic liquid under galvanostatic conditions
Randriamahazaka, H., et al.
Electrochimica Acta, 50.21, 4222-4229 (2005)
Viscosity of the 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide ionic liquid from equilibrium and nonequilibrium molecular dynamics
Van-Oanh, Nguyen-Thi, Celine Houriez, and Bernard Rousseau
Physical Chemistry Chemical Physics, 12.4, 930-936 (2010)
Pedro Lozano et al.
Chemical communications (Cambridge, England), (7), 692-693 (2002-07-18)
Soluble Candida antarctica lipase B dissolved in ionic liquids showed good synthetic activity, enantioselectivity and operational stability in supercritical carbon dioxide for both butyl butyrate synthesis and the kinetic resolution of 1-phenylethanol processes by transesterification.
Voltammetry of oxygen in the room-temperature ionic liquids 1-ethyl-3-methylimidazolium bis ((trifluoromethyl) sulfonyl) imide and hexyltriethylammonium bis ((trifluoromethyl) sulfonyl) imide: one-electron reduction to form superoxide. Steady-state and transient behavior in the same cyclic voltammogram resulting from widely different diffusion coefficients of oxygen and superoxide
Buzzeo, Marisa C., et al.
The Journal of Physical Chemistry A, 107.42, 8872-8878 (2003)
Thermodynamic properties of mixtures containing ionic liquids. 3. Liquid? liquid equilibria of binary mixtures of 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide with propan-1-ol, butan-1-ol, and pentan-1-ol
Heintz, Andreas, Jochen K. Lehmann, and Christiane Wertz
Journal of Chemical and Engineering Data, 48.3, 472-474 (2003)

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