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11291

Sigma-Aldrich

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

≥97.0% (NMR)

Synonym(s):
EMIM BTI, EMIMIm, EMIM TFSI
Empirical Formula (Hill Notation):
C8H11F6N3O4S2
CAS Number:
Molecular Weight:
391.31
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (NMR)

impurities

<0.5% water

mp

≥−15 °C (lit.)

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.

Packaging

5 g in poly bottle
1 g in poly tube

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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
Determination of ammonia based on the electro-oxidation of hydroquinone in dimethylformamide or in the room temperature ionic liquid, 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide.
Giovanelli D, et al.
Talanta, 62(5), 904-911 (2004)
Solubility of carbon dioxide in the ionic liquid 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide.
Schilderman AM, et al
Fluid Phase Equilibria, 260(1), 19-22 (2007)
Liquid structure of room-temperature ionic liquid, 1-ethyl-3-methylimidazolium bis-(trifluoromethanesulfonyl) imide.
Fujii K, et al.
The Journal of Physical Chemistry B, 112(14), 4329-4336 (2008)

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