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481084 Sigma-Aldrich

rac-BINAP

97%

Synonym: (±)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene, (±)-BINAP, 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene, [1,1′-Binaphthalene]-2,2′-diylbis[diphenylphosphine]

  • CAS Number 98327-87-8

  • Linear Formula [(C6H5)2PC10H6-]2

  • Molecular Weight 622.67

  •  Beilstein/REAXYS Number 5321443

  •  MDL number MFCD00010805

  •  PubChem Substance ID 24871738

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Properties

Related Categories Buchwald Ligands and Complexes, Buchwald and Related Ligands, Catalysis, Catalysis and Inorganic Chemistry, Chemical Synthesis,
InChI Key   MUALRAIOVNYAIW-UHFFFAOYSA-N
assay   97%
mp   283-286 °C (lit.)
reaction suitability   reagent type: ligand
reaction type: Acylations
  reagent type: ligand
reaction type: Arylations
  reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reagent type: ligand
reaction type: C-C Bond Formation
  reagent type: ligand
reaction type: Decarboxylations
  reagent type: ligand
reaction type: Stille Coupling

Description

General description

Racemic version of BINAP.

Packaging

5, 25, 100, 500 g in glass bottle

Application

Ligand employed in a palladium-catalyzed arylamine coupling in the preparation of demethylthiocholchines. Used with Cu (II) to catalyze addition of arylsulfonamides to styrenes and olefins. Amination of terpyridines with Pd catalysis.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles
Peer-Reviewed Papers
15

References

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