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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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Mass and Charge Transport in the Polymer?Ionic-Liquid System PEO?EMImI: From Ionic-Liquid-in-Polymer to Polymer-in-Ionic-Liquid Electrolytes
Ko?sters, Johannes, Monika Scho?nhoff, and Nicolaas A. Stolwijk
The Journal of Physical Chemistry B, 119.17, 5693-5700 (2015)
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)
Acceleration of redox diffusion and charge-transfer rates in an ionic liquid with nanoparticle addition
Katakabe, Toru, Ryuji Kawano, and Masayoshi Watanabe
Electrochemical and Solid-State Letters, 10.6, F23-F25 (2007)
Characteristics of Capacitors Based on Ionic Liquids: From Dielectric Polymers to Redox-Active Adsorbed Species.
Lust E, et al.
ECS Transactions, 75(15), 161-170 (2016)
Evidence for hydrogen bonding in solutions of 1-ethyl-3-methylimidazolium halides, and its implications for room-temperature halogenoaluminate (III) ionic liquids
Avent, Anthony G., et al.
J. Chem. Soc., Dalton Trans., 23, 3405-3413 (1994)

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