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Key Documents

713031

Sigma-Aldrich

1-Ethyl-3-methylimidazolium iodide

97%

Synonym(s):

EMIMI

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About This Item

Empirical Formula (Hill Notation):
C6H11IN2
CAS Number:
Molecular Weight:
238.07
Beilstein:
5160333
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥96.5% (HPLC)
97%

form

powder

impurities

≤0.5% water

SMILES string

[I-].CCn1cc[n+](C)c1

InChI

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

InChI key

IKQCDTXBZKMPBB-UHFFFAOYSA-M

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General description

1-Ethyl-3-methylimidazolium iodide is an ionic liquid that can be prepared by reacting methylimidazole with iodoethane. The addition of EMImI to 1-ethyl-3-methylimidazolium tetrafluoroborate (EMImBF4), increase its capacitance while developing electric double-layer capacitors (EDLCs) based on EMImBF4.

Application

EMImI reacts with aluminum chloride to form 1-ethyl-3-methylimidazolium halogenoaluminate ionic liquid, [emim]I–(AlCl3)x, which is an excellent solvent for Friedel–Crafts acylation of ferrocene.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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1-Ethyl-3-methylimidazolium halogenoaluminate ionic liquids as reaction media for the acylative cleavage of ethers
Green, Laine, Ivan Hemeon, and Robert D. Singer
Tetrahedron Letters, 41.9, 1343-1346 (2000)
1-Ethyl-3-methylimidazolium halogenoaluminate ionic liquids as solvents for Friedel-Crafts acylation reactions of ferrocene.
MacLean B and Singer R.
J. Chem. Soc., Dalton Trans., 1, 63-66 (1999)
Electrochemical study of copper in a basic 1-ethyl-3-methylimidazolium tetrafluoroborate room temperature molten salt
Chen, Po-Yu, and I-Wen Sun
Electrochimica Acta, 45.3, 441-450 (1999)
Electrochemical characteristics pyrolytic graphite| mixture of 1-ethyl-3-methylimidazolium tetrafluoroborate and 1-ethyl-3-methylimidazolium iodide interface
Siinor, Liis, et al.
Journal of Electroanalytical Chemistry, 719, 133-137 (2014)
The electrochemical characteristics of the mixture of 1-ethyl-3-methylimidazolium tetrafluoroborate and 1-ethyl-3-methylimidazolium iodide
Siimenson, Carolin, et al.
Journal of Electroanalytical Chemistry, 730, 59-64 (2014)

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