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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
Pricing and availability is not currently available.
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Quality Segment

100

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

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[1]

Legal Information

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

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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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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)
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)
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Global Trade Item Number

SKUGTIN
GF00255664-10EA04061829473020
GF01519781-10EA04061821030795
GF01519781-2EA04061821030818
GF01858620-10EA04061829452599
GF01858620-20EA04061829544430
GF03514700-5EA04061829565176
GF05509144-1EA04061825397191
243469-100G04061838252647
243469-2KG04061825596341
267619-18G04061826134382
266353-500G04061826133866
266361-500G04061826133873
209988-100G04061838770998
215503-1KG04061826714522
108774100004022536107752
108756100004022536107677
108789100004022536107868
108774905004022536107769
102409010304054839654428
324930-50G04061826712368
324930-10G04061826712351
267619-4.5G04061826134399
267635-100G04061833596197
749060-1EA04061826707623

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. Would you be able to tell me the boiling point or thermal degradation temperature for this ionic liquid?

    1 answer

    1. The boiling range of this product is 543.6 °C / 1010.5 °F.

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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