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694746 Sigma-Aldrich

Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine

Synonym: P,P-Bis[3,5-bis(trifluoromethyl)phenyl]phosphinous chloride

  • CAS Number 142421-57-6

  • Empirical Formula (Hill Notation) C16H6ClF12P

  • Molecular Weight 492.63

  •  MDL number MFCD01630852

  •  PubChem Substance ID 329761683

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphorus Precursors
Quality Level   100
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
mp   25-29 °C
functional group   phosphine
SMILES string   FC(F)(F)c1cc(cc(c1)C(F)(F)F)P(Cl)c2cc(cc(c2)C(F)(F)F)C(F)(F)F
InChI   1S/C16H6ClF12P/c17-30(11-3-7(13(18,19)20)1-8(4-11)14(21,22)23)12-5-9(15(24,25)26)2-10(6-12)16(27,28)29/h1-6H
InChI key   DFZQEHBNAJGDCT-UHFFFAOYSA-N

Description

Application

Reactant for synthesis of:
• Chiral phosphine-aminophosphine ligands for rhodium-catalyzed asymmetric hydrogenation
• Ligands for palladium-catalyzed stereoselective allylation reactions
• Ligands for enantioselective hydrogenations
• Josiphos analog as catalyst for asymmetric hydrogenation
• Ligands used in asymmetric hydrovinylation reactions

Reactant for enantioselective hydrogenation reactions catalyzed by Ru-(phosphine-oxazoline) complexes

Packaging

100, 500 mg in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3096 4.3(8) / PGII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Catalysts
Protocols & Articles
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