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656623 Sigma-Aldrich

1,3-Bis-(2,6-diisopropylphenyl)imidazolinium chloride

97%

Synonym: N,N′-(2,6-Diisopropylphenyl)dihydroimidazolium chloride

  • CAS Number 258278-25-0

  • Empirical Formula (Hill Notation) C27H39ClN2

  • Molecular Weight 427.06

  •  MDL number MFCD07369796

  •  PubChem Substance ID 24884212

  •  NACRES NA.22

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Properties

Related Categories Carbon-Donor Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis, NHC Compounds
Quality Level   100
assay   97%
reaction suitability   reagent type: ligand
mp   289-293 °C (lit.)
SMILES string   [Cl-].CC(C)c1cccc(C(C)C)c1N2CC[N+](=C2)c3c(cccc3C(C)C)C(C)C
InChI   1S/C27H39N2.ClH/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;/h9-14,17-21H,15-16H2,1-8H3;1H/q+1;/p-1
InChI key   LWPXTYZKAWSRIP-UHFFFAOYSA-M

Description

Application

N-Heterocyclic Carbene Ligands

The palladium/1,3-bis-(2,6-diisopropylphenyl)imidazolinium chloride (IPr·HCl) system can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Used in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.

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

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

N-Heterocyclic Carbene Ligands in Chemical Synthesis

Rapid progress in cross-coupling reactions of unactivated substrates catalyzed by metal complexes has transformed the chemical marketplace through introduction of an extensive library of achiral and ...
Keywords: Aminations, Arylations, Catalysis, Coupling reactions, Cross couplings, Cyclizations, Eliminations, Hydrogenations, Ligands, Metathesis, Oxidative additions, Reductive eliminations

NHC Ligands

Rapid progress in cross-coupling reactions of unactivated substrates catalyzed by metal complexes has transformed the chemical market-place through introduction of an extensive library of achiral and...
ChemFiles Volume 5 Article 10
Keywords: Aminations, Arylations, Catalysis, Coupling reactions, Cross couplings, Cyclizations, Eliminations, Hydrogenations, Ligands, Metathesis, Oxidative additions, Reductive eliminations

Related Content

N-Heterocyclic Carbene Ligands - Chemical Synthesis

Rapid progress in cross-coupling reactions of unactivated substrates catalyzed by metal complexes has transformed the chemical marketplace through introduction of an extensive library of achiral and ...
Keywords: Aminations, Arylations, Catalysis, Coupling reactions, Cross couplings, Cyclizations, Eliminations, Hydrogenations, Ligands, Metathesis, Oxidative additions, Reductive eliminations

Peer-Reviewed Papers
15

References

Related Products

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Description

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904848 2-Chloro-1,3-bis(2,6-diisopropylphenyl)imidazolium chloride, ≥95%

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