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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/REAXYS Number:
5160333
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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1-Ethyl-3-methylimidazolium halogenoaluminate melts as reaction media for the Friedel?Crafts acylation of ferrocene
Jacqueline, K. D.
Chemical Communications (Cambridge, England), 24, 2753-2754 (1996)
Mixture of 1-ethyl-3-methylimidazolium tetrafluoroborate and 1-ethyl-3-methylimidazolium iodide: A new potential high capacitance electrolyte for EDLCs
Siinor, Liis, et al.
Electrochemical Communications, 35, 5-7 (2013)
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)
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)
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)

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