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649066 Sigma-Aldrich

Chlorodicyclopentylphosphine

97%

Synonym: Dicyclopentylchlorophosphine, Dicyclopentylphosphine chloride

  • CAS Number 130914-24-8

  • Empirical Formula (Hill Notation) C10H18ClP

  • Molecular Weight 204.68

  •  MDL number MFCD06798131

  •  PubChem Substance ID 24883629

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphorus Precursors
Quality Level   100
assay   97%
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
density   1.069 g/mL at 25 °C (lit.)
functional group   phosphine
SMILES string   ClP(C1CCCC1)C2CCCC2
InChI   1S/C10H18ClP/c11-12(9-5-1-2-6-9)10-7-3-4-8-10/h9-10H,1-8H2
InChI key   QTYRJBRBODDGCQ-UHFFFAOYSA-N

Description

General description

Chlorodicyclopentylphosphine is a phosphine precursor for ligand preparation in Negishi and Suzuki coupling reactions.

Application

Chlorodicyclopentylphosphine may be used to prepare:
• Cp,Cp-MannOP, a chiral diphosphinite ligand by reacting with mannitol.[Cp=cyclopentyl; Mann=mannitol]
• (S)-Cp,Cp-oxoProNOP, a bis(dicycloalkylphosphino) amidophosphine-phosphinite ligand by reacting with (S)-5-(hydroxymethyl)-2-pyrrolidinone
• LcPeNiCl, a precursor for preparing LcPeNiH, which is an efficient catalyst for the reduction of CO2[cPe=cyclopentyl]

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
Supplemental Hazard Statements 
EUH014
RIDADR 
UN 3265 8 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
230.0 °F - closed cup
Flash Point(C) 
> 110 °C - closed cup

Documents

Certificate of Analysis (COA)

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Catalysts
Protocols & Articles
Peer-Reviewed Papers
15

References

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