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249491 Sigma-Aldrich

Tris(4-chlorophenyl)phosphine

95%

Synonym: NSC 136459, Tris(p-chlorophenyl)phosphine

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Properties

Related Categories Basic Phosphine Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling, Phosphine Compounds,
assay   95%
mp   100-103 °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
reaction type: Cross Couplings
SMILES string   Clc1ccc(cc1)P(c2ccc(Cl)cc2)c3ccc(Cl)cc3
InChI   1S/C18H12Cl3P/c19-13-1-7-16(8-2-13)22(17-9-3-14(20)4-10-17)18-11-5-15(21)6-12-18/h1-12H
InChI key   IQKSLJOIKWOGIZ-UHFFFAOYSA-N

Description

Application

Catalyst for:
• Preparation of chromans and (E,E)-1,3-dienes via reaction of γ-substituted allenoates with aldehydes
• Solvent-free Heck reactions

Cocatalyst in:
• Regioselective carbomagnesiation of terminal alkynes and enynes with alkyl Grignard reagents
• Rhodium-catalyzed coordination-assisted regioselective alkenylation of aromatic C-H bonds with terminal silylacetylenes
• Rhodium-catalyzed hydrogenation reactions
• Platinum-catalyzed allylation reactions

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles
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