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713384

Sigma-Aldrich

1-Ethyl-3-methylimidazolium dicyanamide

≥98.0% (metals basis)

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Synonym(s):
EMIM DCA
Empirical Formula (Hill Notation):
C8H11N5
CAS Number:
Molecular Weight:
177.21
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0% (metals basis)

form

liquid

impurities

≤1.0% water

SMILES string

N#C[N-]C#N.CCn1cc[n+](C)c1

InChI

1S/C6H11N2.C2N3/c1-3-8-5-4-7(2)6-8;3-1-5-2-4/h4-6H,3H2,1-2H3;/q+1;-1

InChI key

MKHFCTXNDRMIDR-UHFFFAOYSA-N

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This Item
713392711756669512
form

liquid

form

liquid

form

liquid

form

-

impurities

≤1.0% water

impurities

≤1.0% water

impurities

≤0.5% water

impurities

-

Application

1-Ethyl-3-methylimidazolium dicyanamide ([C2mim][N(CN)2]) is an ionic liquid that can be used:
  • In the desulfurization process. It efficiently extracts thiophene and dibenzothiophene from fuel oils.
  • A solvent as well as an active base catalyst for the O-acetylation of alcohols and carbohydrates.
  • As an electrolyte for electrochemical applications with carbon nanotube (CNT) as electrodes.
  • In the extractive distillation of the solvent mixtures.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1B

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

429.8 °F - closed cup

flash_point_c

221 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Electrochemistry of tin in the 1-ethyl-3-methylimidazolium dicyanamide room temperature ionic liquid
Leong T-I, et al.
Electrochimica Acta, 56(11), 3941-3946 (2011)
Ionic liquids based on imidazolium, ammonium and pyrrolidinium salts of the dicyanamide anion
Macfarlane DR, et al.
Green Chemistry, 4(5), 444-448 (2002)
1-ethyl-3-methylimidazolium dicyanamide as a very efficient entrainer for the extractive distillation of the acetone+ methanol system
Orchilles AV, et al.
Journal of Chemical and Engineering Data, 57(2), 394-399 (2012)
Investigation of ionic liquids as electrolytes for carbon nanotube electrodes
Barisci JN, et al.
Electrochemical Communications, 6(1), 22-27 (2004)
Rapid, clean, and mild O-acetylation of alcohols and carbohydrates in an ionic liquid
Forsyth SA, et al.
Chemical Communications (Cambridge, England), 714-715 (2002)

Articles

Ionic liquids, also called room temperature ionic liquids, are organic salts that are liquid at, or close to, room temperature.

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