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479500 Sigma-Aldrich

1,2-Bis(dicyclohexylphosphino)ethane

Synonym: 1,2-Ethanediylbis[dicyclohexyl]phosphine, Ethylenebis(dicyclohexylphosphine)

  • CAS Number 23743-26-2

  • Linear Formula (C6H11)2PCH2CH2P(C6H11)2

  • Molecular Weight 422.61

  •  MDL number MFCD00015521

  •  PubChem Substance ID 24871622

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Polydentate Phosphine Ligands
reaction suitability   reagent type: ligand
reaction type: Decarboxylations
  reagent type: ligand
reaction type: Negishi Coupling
  reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
mp   92.5-96.5 °C (lit.)
functional group   phosphine
SMILES string   C1CCC(CC1)P(CCP(C2CCCCC2)C3CCCCC3)C4CCCCC4
InChI   1S/C26H48P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h23-26H,1-22H2
InChI key   BOUYBUIVMHNXQB-UHFFFAOYSA-N

Description

Application

1,2-Bis(dicyclohexylphosphino)ethane can be used as a ligand for:
• Pd-catalyzed decarbonylative C-H coupling of azoles and aromatic esters.
• Ni-catalyzed cross-coupling reaction of aryl fluorides and primary amines.

Reactant involved in:
• Investigations of the role of ligand-based steric effects during the polymerization
• Synthesis of molybdenum nitrosyl complexes for use as Imine hydrogenation catalysts
• Irreversible thermal linkage isomerization of switchable C-N-bound isomers
• Chelating for conversion of trans complexes to cis complexes

Precursor for Iridium trisboryl complexes and the substituent effect on borylation reactions

Ligand for palladium(II) complex catalyzed hydrogenation reactions

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
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) 
230.0 °F - closed cup
Flash Point(C) 
> 110 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

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