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574074 Sigma-Aldrich

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

97%

Synonym: 1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene, 1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1H-imidazolium chloride, 2,5-Bis(2,6-diisopropylphenyl)imidazolium chloride

  • CAS Number 250285-32-6

  • Empirical Formula (Hill Notation) C27H37ClN2

  • Molecular Weight 425.05

  •  MDL number MFCD02684545

  •  PubChem Substance ID 24880705

  •  NACRES NA.22

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Properties

Related Categories Carbon-Donor Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis, NHC Compounds
Quality Level   200
assay   97%
reaction suitability   reagent type: ligand
mp   278 °C (dec.) (lit.)
SMILES string   [Cl-].CC(C)c1cccc(C(C)C)c1-n2cc[n+](c2)-c3c(cccc3C(C)C)C(C)C
InChI   1S/C27H37N2.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;/h9-21H,1-8H3;1H/q+1;/p-1
InChI key   AVJBQMXODCVJCJ-UHFFFAOYSA-M

Description

Packaging

2 g in glass bottle

500 mg in glass bottle

Application

Used with palladium acetate to generate an N-heterocyclic carbene catalyst for carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

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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Certificate of Origin (COO)

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Protocols & Articles

Articles

Greener Methods: Catalytic Amide Bond Formation

Amide bonds are one of the most frequently utilized disconnections in organic synthesis. Methods to form this vital functionality are commonly superstoichiometric, leading to considerable waste in th...
Keywords: Amidations, Catalysis, Green chemistry, Organic synthesis, Pharmaceutical

N-Heterocyclic Carbene Ligands

NHC (N-heterocyclic carbenes) have evolved to become powerful, universal ligands for the rapid synthesis of novel organometallic complexes.1 In particular, NHC ligands have found practical use when b...
ChemFiles 2006, 6.8, 14.
Keywords: Catalysis, Electronics, Hydrosilylations, Immobilization, Ligands

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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