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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

Key Documents

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Product Name

1-Ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, ≥97.0% (NMR)

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

mp

≥−15 °C (lit.)

functional group

fluoro

Quality Level

100

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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.

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.

Legal Information

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

Other Notes

Enantioselective reactions in ionic liquids

Physical form

fluorinated, hydrophobic ionic liquid

wgk

WGK 1

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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Thermodynamic properties of 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide
Safarov, Javid, et al.
Journal of Chemical and Engineering Data, 56.1, 106-112 (2010)
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)
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)
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)
Surfactant aggregation within room-temperature ionic liquid 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide
Fletcher, Kristin A., and Siddharth Pandey
Langmuir, 20.1, 33-36 (2004)
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