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51053

Sigma-Aldrich

1-Ethyl-3-methylimidazolium acetate

≥95.0% (HPLC)

Synonym(s):

EMIM Ac

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About This Item

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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCG5421
BCCC2018
BCBZ3467
BCBV9579
BCBQ9766V

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Fatemeh Ahmadi et al.
Lab on a chip, 19(3), 524-535 (2019-01-12)
Droplet microfluidics is a technique that has the ability to compartmentalize reactions in sub nano- (or pico-) liter volumes that can potentially enable millions of distinct biological assays to be performed on individual cells. In a typical droplet microfluidic system
Koel Saha et al.
3 Biotech, 8(8), 374-374 (2018-08-15)
The primary focus of this work was to recover lignin and investigate the structural changes in sugarcane bagasse after pretreatment with ionic liquid 1-ethyl-3-methylimidazolium acetate ([EMIM]oAc). 90% lignin recovery was achieved while bagasse was treated with [EMIM]oAc at 140 °C, 120 min
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:
Boxuan Li et al.
Bioactive materials, 5(3), 577-583 (2020-05-15)
Chitosan is a nature-based polymer with low toxicity, excellent biocompatibility and biodegradability. However, the intractable solubility of chitosan in water and most conventional solvents hampers its biomedical applications. Following the dissolution method for dissolving chitosan in plain water developed by
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)
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Articles

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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