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Merck
CN

11291

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:
174899-82-2
Molecular Weight:
391.31
NACRES:
NA.22
PubChem Substance ID:
329749349
UNSPSC Code:
12352100
MDL number:
MFCD03788927
Assay:
≥97.0% (NMR)
Form:
liquid

Key Documents

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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

SMILES string

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

InChI key

LRESCJAINPKJTO-UHFFFAOYSA-N

assay

≥97.0% (NMR)

form

liquid

impurities

<0.5% water

Quality Level

100

functional group

fluoro

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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
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5926V
WXBF2678V
BCCG6193
BCCD6901
BCCC0151

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Green synthesis of ZnO nanoparticles in a room-temperature ionic liquid 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide.
Goharshadi EK, et al.
Journal of Physics and Chemistry of Solids, 69(8), 2057-2060 (2008)
Kinetic analysis of the reaction between electrogenerated superoxide and carbon dioxide in the room temperature ionic liquids 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide and hexyltriethylammonium bis (trifluoromethylsulfonyl) imide
Buzzeo, Marisa C., et al.
The Journal of Physical Chemistry B, 108.12, 3947-3954 (2004)
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)
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)
J.M. Fraile et al.
Tetrahedron Asymmetry, 12, 1891-1891 (2001)
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