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656577 Sigma-Aldrich

1,3-Diisopropylimidazolium chloride

Green Alternative

97%

Synonym: N,N′-(Isopropyl)imidazolium chloride

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Properties

Related Categories 12 Principles Aligned Products, Carbon-Donor Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis, Greener Alternative Products,
Quality Level   200
assay   97%
reaction suitability   reagent type: catalyst
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
mp   182-186 °C
SMILES string   [Cl-].CC(C)n1cc[n+](c1)C(C)C
InChI   1S/C9H17N2.ClH/c1-8(2)10-5-6-11(7-10)9(3)4;/h5-9H,1-4H3;1H/q+1;/p-1
InChI key   DOFXKPAOJLLPII-UHFFFAOYSA-M

Description

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

1,3-Diisopropylimidazolium chloride may be used to prepare:
• 1,3-Diisopropylimidazole-2-thione by reacting with sulfur in the presence of potassium carbonate.
• (C9H7)NiCl(1,3-diisopropylimidazol-2- ylidene) by reacting with bis-indenyl nickel-(II).
• Ruthenium N-heterocyclic carbene complexes, which are efficient catalysts for the amidation of primary alcohols and amines.

Ligand for ruthenium-catalyzed greener amide bond formation by dehydrogenative coupling of amines and alcohols.

Ligand for ruthenium-catalyzed greener amide bond formation by dehydrogenative coupling of amines and alcohols.

Amide Synthesis from Alcohols and Amines by the Extrusion of Dihydrogen

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Catalysts
Protocols & Articles

Protocols

Amide Bond & Catalytic Amide Bond Formation: Greener Methods

The amide bond is one of the most important linkages in organic chemistry and constitutes the key functional group in peptides, polymers, and many natural products and pharmaceuticals.  Amides are us...
Keywords: Amidations, Beckmann Rearrangement, Catalysis, Chromatography, Column chromatography, Ligands, Peptide synthesis, Pharmaceutical, Rearrangements, Schmidt Reaction, transformation

Bestmann-Ohira Reagent: Synthesis of Alkynes from Aldehydes Protocol

Acetylene chemistry has been and remains an important constituent element of molecular sciences. Its potential and widespread applications extend from organic synthesis through materials science to b...
Keywords: Bestmann-Ohira Reaction, Building blocks, Chromatography, Click chemistry, Eliminations, Evaporation, Materials Science, Metallations, Organic synthesis, Thin layer chromatography

Peer-Reviewed Papers
15

References

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