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696277 Sigma-Aldrich

Chloro[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold(I)

Synonym: 1,3-Bis(2,6-diisopropylphenyl-imidazol-2-ylidene)gold(I) chloride, Ipr AuCl

  • CAS Number 852445-83-1

  • Empirical Formula (Hill Notation) C27H36AuClN2

  • Molecular Weight 621.01

  •  MDL number MFCD09839143

  •  PubChem Substance ID 329761813

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Gold Catalysts, Gold Complexes
Quality Level   100
reaction suitability   core: gold
  reagent type: catalyst
mp   298 °C
storage temp.   2-8°C
SMILES string   CC(C)c1cccc(C(C)C)c1N2C=CN(C2[Au]Cl)c3c(cccc3C(C)C)C(C)C
InChI   1S/C27H36N2.Au.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;;/h9-16,18-21H,1-8H3;;1H/q;+1;/p-1
InChI key   CNJQLSINQGKZAW-UHFFFAOYSA-M

Description

Packaging

100, 500 mg in glass bottle

Application

Gold Catalysts — 21st Century ′Gold Rush′

• Catalyst use in the hydration of alkynes

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

Alkyne Hydration | Technical Article

The hydration of alkynes has been extensively studied for more than 100 years. This reation allows access to various carbonyl derivatives starting from alkynes. Nolan and coworkers reported the acid-...
William Sommer
Aldrich ChemFiles 2009, 9.5, 6.
Keywords: Catalysis, Chemfiles, Hydration reaction, Ligands, transformation

N-Heterocyclic Carbene-Copper Complexes

N-heterocyclic carbene ligands have proven very popular in the last 20 years. The electronic and steric modularity associated with the resulting complexes have made NHCs obvious candidates when desig...
Josephine Nakhla
ChemFiles 2009, 9.2, 16.
Keywords: Aldrichimica Acta, Catalysis, Cyclopropanations, Hydrosilylations, Ligands, Methylenations, Olefinations, Reductions

Related Content

Gold Catalyst in Chemical Synthesis

Introduction Hashmi, Toste, Echavarren, and Haruta, among others, have fueled the advance of gold into the forefront of transition metal catalysis.1,2 Phosphine ligated gold(I) complexes have risen a...
Keywords: Asymmetric synthesis, Building blocks, Catalysis, Claisen rearrangement, Conia-Ene Reaction, Cyclizations, Cycloadditions, Cycloisomerizations, Cyclopropanations, Deprotonations, Ene reaction, Hydroaminations, Hydrogenations, Isomerizations, Ligands, Rautenstrauch rearrangements, Rearrangements, Reductions, Schmidt Reaction, Substitutions

Peer-Reviewed Papers
15

References

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