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651605 Sigma-Aldrich

tert-Butyldicyclohexylphosphine

97%

Synonym: Dicyclohexyl-tert-butylphosphine

  • CAS Number 93634-87-8

  • Empirical Formula (Hill Notation) C16H31P

  • Molecular Weight 254.39

  •  MDL number MFCD03426984

  •  PubChem Substance ID 24883844

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphine Ligands
assay   97%
density   0.939 g/mL at 25 °C (lit.)
functional group   phosphine
reaction suitability   reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reaction type: Heck Reaction
  reaction type: Hiyama Coupling
  reaction type: Negishi Coupling
  reaction type: Sonogashira Coupling
  reaction type: Stille Coupling
  reaction type: Suzuki-Miyaura Coupling
  reagent type: ligand
SMILES string   CC(C)(C)P(C1CCCCC1)C2CCCCC2
InChI   1S/C16H31P/c1-16(2,3)17(14-10-6-4-7-11-14)15-12-8-5-9-13-15/h14-15H,4-13H2,1-3H3
InChI key   MQYZHXLHUNLBQH-UHFFFAOYSA-N

Description

General description

tert-Butyldicyclohexylphosphine is a bulky, electron-rich phosphine ligand.

Application

tert-Butyldicyclohexylphosphine may be used as a ligand for:
• Intermolecular palladium-catalyzed arylation of electron-rich, five-membered heterocycles by aryl chlorides.
• Palladium-catalyzed ortho-arylation of benzoic acids by aryl chloride.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2845 4.2
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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