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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:
Molecular Weight:
391.31
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
≥97.0% (NMR)
Form:
liquid
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Quality Level

assay

≥97.0% (NMR)

form

liquid

impurities

<0.5% water

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

ppe

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


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Liquid? liquid equilibria in binary mixtures containing substituted benzenes with ionic liquid 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide
Shiflett, Mark B., and Anne Marie S. Niehaus
Journal of Chemical and Engineering Data, 55.1, 346-353 (2009)
Investigation on physical and electrochemical properties of three imidazolium based ionic liquids (1-hexyl-3-methylimidazolium tetrafluoroborate, 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide and 1-butyl-3-methylimidazolium methylsulfate)
Beigi, Ali Akbar Miran, et al.
Journal of Molecular Liquids, 177, 361-368 (2013)
Raman and ab initio study of the conformational isomerism in the 1?ethyl?3?methyl?imidazolium bis (trifluoromethanesulfonyl) imide ionic liquid
Lassegues, J. C., et al.
Journal of Raman Spectroscopy, 38.5, 551-558 (2007)
J.M. Fraile et al.
Tetrahedron Asymmetry, 12, 1891-1891 (2001)
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.

Articles

Ionic Liquids serve as non-aqueous electrolytes in electrochemical applications, valued for their conductivity and stability.

Global Trade Item Number

SKUGTIN
102409010304054839654428
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356018-100CM204061833509562
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