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Sigma-Aldrich

1-Ethyl-3-methylimidazolium chloride

≥95%

Synonym(s):

1-Ethyl-3-methyl-1H-imidazol-3-ium chloride, 1-Methyl-3-ethylimidazolium chloride, 3-Ethyl-1-methylimidazolium chloride, N-Methyl-N′-ethylimidazolium chloride, EMIMCl

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About This Item

Empirical Formula (Hill Notation):
C6H11ClN2
CAS Number:
65039-09-0
Molecular Weight:
146.62
Beilstein:
5163190
MDL number:
MFCD00074843
UNSPSC Code:
12352100
PubChem Substance ID:
57648483
NACRES:
NA.22

Quality Level

100

Assay

≥95%

mp

77-79 °C (lit.)

SMILES string

[Cl-].CCn1cc[n+](C)c1

InChI

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

InChI key

BMQZYMYBQZGEEY-UHFFFAOYSA-M

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Application

1-Ethyl-3-methylimidazolium chloride is an imidazolium chloride ionic liquid that can be used as:
  • A starting material for the preparation of 1-ethyl-3-methylimidazolium chloride/tetrafluoroborate (EMI.Cl.BF4) molten salt for electrochemical studies.
  • A solvent as well as catalyst for the depolymerization of oak wood lignin.
  • A solvent in the hydrolysis of hemicellulose (xylan) to xylose using Brønsted acid catalysts.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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The kinetics of Bronsted acid-catalyzed hydrolysis of hemicellulose dissolved in 1-ethyl-3-methylimidazolium chloride
Enslow KR and Bell AT
Royal Society of Chemistry Advances, 2(26), 10028-10036 (2012)
1-Allyl-3-methylimidazolium chloride room temperature ionic liquid: a new and powerful nonderivatizing solvent for cellulose.
Zhang H, et al.
Macromolecules, 38(20), 8272-8277 (2005)
Depolymerization of oak wood lignin under mild conditions using the acidic ionic liquid 1-H-3-methylimidazolium chloride as both solvent and catalyst
Cox BJ and Ekerdt JG
Bioresource Technology, 118, 584-588 (2012)
Anshu Sharma et al.
Carbohydrate polymers, 134, 617-626 (2015-10-03)
Ionic liquids (IL) can alter the physical properties of agar hydrogels. Rheology studies show that gels with wide range of storage moduli (gel strength) G0 values ranging from 1 to 20 KPa could be made in imidazolium based IL solutions
Zheng Li et al.
Industrial & engineering chemistry research, 58(34), 15628-15636 (2019-10-11)
The separation of metals by liquid-liquid extraction largely relies on the affinity of metals to the extractants, which normally reside in the organic (less polar) phase because of their high hydrophobicity. Following a different route, using aminopoly(carboxylic acid)s (e.g., EDTA)
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