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51053

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
UNSPSC Code:
12352100
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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Interactions of Ionic Liquids with Polysaccharides 1. Unexpected Acetylation of Cellulose with 1-Ethyl-3-methylimidazolium Acetate.
Kohler S, et al.
Macromolecular Rapid Communications, 28(24), 2311-2317 (2007)
JinHui Pang et al.
Carbohydrate polymers, 121, 71-78 (2015-02-11)
With the serious "white pollution" resulted from the non-biodegradable plastic films, considerable attention has been directed toward the development of renewable and biodegradable cellulose-based film materials as substitutes of petroleum-derived materials. In this study, environmentally friendly cellulose films were successfully
Anne Michud et al.
Carbohydrate polymers, 117, 355-363 (2014-12-17)
The thermal stability of cellulose in the ionic liquid (IL) 1-ethyl-3-methylimidazolium acetate, [emim]OAc was investigated. For this purpose, Eucalyptus urugrandis prehydrolysis kraft pulp was first dissolved in [emim]OAc by means of a vertical kneader and then stored at three different
Yongjun Men et al.
Carbohydrate polymers, 121, 348-354 (2015-02-11)
The copolymer of starch grafted with polystyrene (starch-g-PS) was synthesized with high grafting percentage by utilizing the ionic liquid 1-ethyl-3-methylimidazolium acetate ([EMIM]Ac) as solvent and potassium persulfate as initiator. The effect of various parameters upon the polymerization were studied including:
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