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Merck

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

mp

≥−15 °C (lit.)

functional group

fluoro

Quality Level

100

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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

wgk

WGK 1

ppe

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

11291-BULK-F: + 11291-5G-F: + 11291-1G-F: + 11291-VAR-F:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5926V
WXBF2678V
BCCG6193
BCCD6901
BCCC0151

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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.
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)
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)
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)
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