04124
1-(3-Cyanopropyl)-3-methylimidazolium chloride
Task Specific Ionic Liquid (TSIL), ≥98.5% (T)
Synonym(s):
1-Methyl-3-(3-cyanopropyl)imidazolium chloride
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About This Item
Empirical Formula (Hill Notation):
C8H12ClN3
CAS Number:
Molecular Weight:
185.65
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
InChI
1S/C8H12N3.ClH/c1-10-6-7-11(8-10)5-3-2-4-9;/h6-8H,2-3,5H2,1H3;1H/q+1;/p-1
SMILES string
[Cl-].C[n+]1ccn(CCCC#N)c1
InChI key
HGPSWUJKMXIBKA-UHFFFAOYSA-M
assay
≥98.5% (T), ≥98.5% (elemental analysis, N)
form
powder
impurities
≤0.5% water
Quality Level
General description
Nitrile-functionalized ionic liquid showing superior characteristics in Suzuki and Stille coupling reactions.
Application
1-(3-Cyanopropyl)-3-methylimidazolium chloride can be used:
- To prepare ionic polymers stabilized with palladium nanoparticle catalysts, which are applicable in the hydrogenation of alkenes and arenes.
- As a solvent in the synthesis of substituted 4-arylthio-1,2-oxazoles by reacting different aryl iodides with acetylenic oximes in the presence of Pd-NHC catalyst.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Recent advances in sulfuration chemistry enabled by bunte salts
Wang M, et al.
Aldrichimica Acta, 53(1), 19-19 (2020)
Aqueous-phase hydrogenation of alkenes and arenes: The growing role of nanoscale catalysts
Bulut S, et al.
Catalysis Today, 247, 96-103 (2015)
Dongbin Zhao et al.
Journal of the American Chemical Society, 126(48), 15876-15882 (2004-12-02)
A series of relatively low-cost ionic liquids, based on the N-butyronitrile pyridinium cation [C(3)CNpy](+), designed to improve catalyst retention, have been prepared and evaluated in Suzuki and Stille coupling reactions. Depending on the nature of the anion, these salts react
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