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51053

Sigma-Aldrich

1-Ethyl-3-methylimidazolium acetate

≥95.0% (HPLC)

Synonym(s):

EMIM Ac

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100 G
$345.00
1 KG
$1,480.00

About This Item

Empirical Formula (Hill Notation):
C8H14N2O2
CAS Number:
Molecular Weight:
170.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$345.00


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Quality Level

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.[1] 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.[2] Addition of inorganic salts has been reported to enhance its ionicity.[3] The thermal stability of cellulose in [EMIM]Ac has been investigated.[4]

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.[5] It may be employed as solvent for the synthesis of copolymer of starch grafted with polystyrene (starch-g-PS)[6] and environmentally friendly cellulose films.[7]

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Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

327.2 °F - closed cup

flash_point_c

164 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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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:
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)
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
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
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

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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