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Sigma-Aldrich

1-Ethyl-3-methylimidazolium acetate

≥95.0% (HPLC)

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Synonym(s):
EMIM Ac
Empirical Formula (Hill Notation):
C8H14N2O2
CAS Number:
143314-17-4
Molecular Weight:
170.21
MDL number:
MFCD06798186
PubChem Substance ID:
57651302
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (HPLC)

origin

Switzerland origin

mp

>30 °C (product can occur as an undercooled melt)

density

1.101 g/cm3 at 20 °C

SMILES string

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

InChI

1S/C6H11N2.C2H4O2/c1-3-8-5-4-7(2)6-8;1-2(3)4/h4-6H,3H2,1-2H3;1H3,(H,3,4)/q+1;/p-1

InChI key

XIYUIMLQTKODPS-UHFFFAOYSA-M

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General description

1-Ethyl-3-methylimidazolium acetate ([EMIM][Ac]) is a water miscible, ecofriendly imidazolium ionic liquid. It shows good cellulose dissolution ability. Study on the influence of [EMIM]Ac on the growth of Clostridium sp. and Pseudomonas putida showed hormetic effect. Addition of inorganic salts has been reported to enhance its ionicity. The thermal stability of cellulose in [EMIM]Ac has been investigated.

Application

1-Ethyl-3-methylimidazolium acetate is suitable for use as cellulose solvent in the homogeneous conversion of cellulose with acid chlorides, trityl chloride and tosyl chloride. It may be employed as solvent for the synthesis of copolymer of starch grafted with polystyrene (starch-g-PS) and environmentally friendly cellulose films.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2 - Skin Sens. 1B

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

327.2 °F - closed cup

Flash Point(C)

164 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Bailey Blessing et al.
International journal of molecular sciences, 21(13) (2020-07-08)
Blended biocomposites created from the electrostatic and hydrophobic interactions between polysaccharides and structural proteins exhibit useful and unique properties. However, engineering these biopolymers into applicable forms is challenging due to the coupling of the material's physicochemical properties to its morphology
Simel Bağder Elmacı et al.
Biotechnology progress, 34(5), 1242-1250 (2018-06-10)
In this study, it was aimed to enhance the enzymatic hydrolysis of recalcitrant yellow pine wood and subsequently to produce ethanol efficiently through the application of 1-ethyl-3-methylimidazolium acetate (EMIMAc) ionic liquid. The effect of biomass particle size (<2.5 mm, 500-850
Hormetic effect of ionic liquid 1-ethyl-3-methylimidazolium acetate on bacteria.
Nancharaiah YV and Francis AJ.
Chemosphere, 128, 178-183 (2015)
Bionanocomposite fibers based on cellulose and montmorillonite using ionic liquid 1-ethyl-3-methylimidazolium acetate.
Mahmoudian S, et al.
J. Mater. Sci., 50(3), 1228-1236 (2015)
Influence of Different Inorganic Salts on the Ionicity and Thermophysical Properties of 1-Ethyl-3-methylimidazolium Acetate Ionic Liquid.
Oliveira FS, et al.
Journal of Chemical and Engineering Data, 60(3), 781-789 (2015)
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BASIONICS™, BASF’s Portfolio of Ionic Liquids

Under the trade name BASIONICS™, BASF offers a portfolio of Ionic Liquids—mainly based on imidazolium cations. The BASIONICS™ portfolio opens up a broad range of basic properties of Ionic Liquids and is classified into standard, acidic, basic, liquid at RT and low viscosity products and opens up a wide range of possible applications.

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