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Sigma-Aldrich

1-Ethyl-3-methylimidazolium dicyanamide

≥98.0% (metals basis)

Synonym(s):

EMIM DCA

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About This Item

Empirical Formula (Hill Notation):
C8H11N5
CAS Number:
Molecular Weight:
177.21
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22

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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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1B

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

429.8 °F - closed cup

Flash Point(C)

221 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Investigation of ionic liquids as electrolytes for carbon nanotube electrodes
Barisci JN, et al.
Electrochemical Communications, 6(1), 22-27 (2004)
Ionic liquids based on imidazolium, ammonium and pyrrolidinium salts of the dicyanamide anion
Macfarlane DR, et al.
Green Chemistry, 4(5), 444-448 (2002)
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)
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)
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.

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

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

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

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