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76420

Sigma-Aldrich

1-Butyl-3-methylimidazolium trifluoromethanesulfonate

≥95.0% (H-NMR)

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Synonym(s):
BMIM Otf
Empirical Formula (Hill Notation):
C9H15F3N2O3S
CAS Number:
174899-66-2
Molecular Weight:
288.29
MDL number:
MFCD03427620
UNSPSC Code:
12352100
PubChem Substance ID:
57652635
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (H-NMR)

form

liquid

refractive index

n20/D 1.434

density

1.292 g/mL at 20 °C (lit.)

SMILES string

[O-]S(=O)(=O)C(F)(F)F.CCCCn1cc[n+](C)c1

InChI

1S/C8H15N2.CHF3O3S/c1-3-4-5-10-7-6-9(2)8-10;2-1(3,4)8(5,6)7/h6-8H,3-5H2,1-2H3;(H,5,6,7)/q+1;/p-1

InChI key

FRZPYEHDSAQGAS-UHFFFAOYSA-M

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General description

1-Butyl-3-methylimidazolium trifluoromethanesulfonate is an aprotic neutral ionic liquid.

Application

1-Butyl-3-methylimidazolium trifluoromethanesulfonate can be used as an alternative to lithium perchlorate-diethyl ether mixture in the Diels-Alder reaction.

WGK

WGK 3

Flash Point(F)

>212.0 °F

Flash Point(C)

> 100 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Activity coefficients at infinite dilution of alkanes, alkenes, and alkyl benzenes in 1-butyl-3-methylimidazolium trifluoromethanesulfonate using gas? liquid chromatography
Ge, Ming-Lan, et al.
Journal of Chemical and Engineering Data, 52.6, 2257-2260 (2007)
tert-Amyl ethyl ether separation from its mixtures with ethanol using the 1-butyl-3-methylimidazolium trifluoromethanesulfonate ionic liquid: Liquid? liquid equilibrium
Arce, Alberto, Oscar Rodriguez, and Ana Soto
Industrial & Engineering Chemistry Research, 43.26, 8323-8327 (2004)
Deep fuels desulfurization and denitrogenation using 1-butyl-3-methylimidazolium trifluoromethanesulfonate
Ke?dra-Krolik, Karolina, et al.
Energy and Fuels, 25.4, 1559-1565 (2011)
Activity coefficients at infinite dilution measurements for organic solutes and water in the ionic liquid 1-butyl-3-methylimidazolium trifluoromethanesulfonate
Doman?ska, Urszula, and Andrzej Marciniak
The Journal of Physical Chemistry B, 112.35, 11100-11105 (2008)
Ion-conductive polymer membranes containing 1-butyl-3-methylimidazolium trifluoromethanesulfonate and 1-ethylimidazolium trifluoromethanesulfonate.
Schauer J, et al.
Journal of Membrane Science, 367(1), 332-339 (2011)
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Articles

Task-Specific Ionic Liquids

Functionalized imidazolium cations with thioether, urea, or thiourea derivatized side chains act as metal-ligating moieties, whereas the PF6– anions provide the desired water immiscibility.

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