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04367

Sigma-Aldrich

1-Ethyl-3-methylimidazolium trifluoromethanesulfonate

≥98.0% (T)

Synonym(s):
[EMIM][TRIFLATE], EMIM Otf
Empirical Formula (Hill Notation):
C7H11F3N2O3S
CAS Number:
Molecular Weight:
260.23
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0% (T)

impurities

≤0.1% water

refractive index

n20/D 1.435 (lit.)
n20/D 1.435

bp

>350 °C (lit.)

density

1.387 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C6H11N2.CHF3O3S/c1-3-8-5-4-7(2)6-8;2-1(3,4)8(5,6)7/h4-6H,3H2,1-2H3;(H,5,6,7)/q+1;/p-1

InChI key

ZPTRYWVRCNOTAS-UHFFFAOYSA-M

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Application

1-Ethyl-3-methylimidazolium trifluoromethanesulfonate may be used as a solvent to produce Ionic Polymer-Polymer Composites (IP2C) and also in lipase-catalyzed enantioselective amine acylation with 4-pentenoic acid.

Other Notes

Ionic liquid stable to air and water useful for electrochemical purposes (molten salt technique) exhibiting an electrochemical stability window of ≥4 V and being stable to up to 350 C

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

425.3 °F - closed cup

Flash Point(C)

218.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

E.I. Cooper et al.
Proc. Electrochem. Soc., 16, 386-386 (1992)
A study on IP2C actuators using ethylene glycol or EmI-Tf as solvent.
Di Pasquale G, et al.
Smart Materials and Structures, 20(4), 045014-045014 (2011)
Investigation of ionic liquids as reaction media for enzymatic enantioselective acylation of amines.
Irimescu R and Kato K.
Journal of Molecular Catalysis. B, Enzymatic, 30(5), 189-194 (2004)
Heat capacities and electrical conductivities of 1-ethyl-3-methylimidazolium-based ionic liquids
Yu, Ya-Hung, Allan N. Soriano, and Meng-Hui Li
The Journal of Chemical Thermodynamics, 41.1, 103-108 (2009)
Activity coefficients at infinite dilution of organic solutes in the ionic liquid 1-ethyl-3-methylimidazolium trifluoromethanesulfonate using gas?liquid chromatography at T=(313.15, 323.15, and 333.15) K
Olivier, Eugene, et al.
The Journal of Chemical Thermodynamics, 42.1, 78-83 (2010)

Protocols

Enzymatic Reactions in Ionic Liquids

One of the most popular lipase for synthetic use is the Candida antarctica lipase (CALB). CALB catalyzes the enantioselective acylation of 1-phenylethylamine with 4-pentenoic acid

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