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713066

Sigma-Aldrich

1-Butyl-3-methylimidazolium iodide

99%

Synonym(s):

BMIMI

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About This Item

Empirical Formula (Hill Notation):
C8H15IN2
CAS Number:
65039-05-6
Molecular Weight:
266.12
Beilstein/REAXYS Number:
5836286
MDL number:
MFCD08276307
UNSPSC Code:
12352100
PubChem Substance ID:
329763172
NACRES:
NA.22

assay

≥98.5% (HPLC)
99%

form

liquid

impurities

≤0.5% water

anion traces

bromide (Br-): ≤25 mg/kg
chloride (Cl-): ≤25 mg/kg
fluoride (F-): ≤10 mg/kg
nitrate (NO3-): ≤25 mg/kg
sulfate (SO42-): ≤10 mg/kg

SMILES string

[I-].CCCCn1cc[n+](C)c1

InChI

1S/C8H15N2.HI/c1-3-4-5-10-7-6-9(2)8-10;/h6-8H,3-5H2,1-2H3;1H/q+1;/p-1

InChI key

XREPTGNZZKNFQZ-UHFFFAOYSA-M

General description

1-Butyl-3-methylimidazolium iodide is a room temperature ionic liquid (RTIL).

Application

BMImI can be used as a non-volatile electrolyte in dye-sensitized photochemical cells. It can also be used as a stabilizer/promotor/reaction medium for the transition metal catalyzed biphasic oxidative cyclocarbonylation of β-aminoalcohols and 2-aminophenol to form the corresponding 2-oxazolidinones.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

433.4 °F - closed cup

flash_point_c

223 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Theoretical and spectroscopic studies of 1-butyl-3-methylimidazolium iodide room temperature ionic liquid: Its differences with chloride and bromide derivatives.
Shukla M, et al.
Journal of Molecular Structure, 975(1), 349-356 (2010)
Pd(Phen)Cl2 stabilized by ionic liquid: an efficient and reusable catalyst for biphasic oxidative cyclocarbonylation of ?-aminoalcohols and 2-aminophenol.
Li F and Xia C.
Tetrahedron Letters, 48(28), 4845-4848 (2007)
Stella D Nickerson et al.
The journal of physical chemistry. B, 119(28), 8764-8772 (2015-06-20)
Iodide-based ionic liquids have been widely employed as iodide sources in electrolytes for applications utilizing the triiodide/iodide redox couple. While adding a low-viscosity solvent such as water to ionic liquids can greatly enhance their usefulness, mixtures of highly viscous iodide-containing
Development of 151Eu Time-Domain Interferometry and Its Application for the Study of Slow Dynamics in Ionic Liquids
Saito, Makina, et al.
Applied Physics Express, 2.2, 026502-026502 (2009)
Crystal structure of 1-butyl-3-methylimidazolium iodide
Nakakoshi, Masamichi, et al
Chemistry Letters (Jpn), 35.12, 1400-1401 (2006)
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