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554707 Sigma-Aldrich

Bis(diethylamino)phenylphosphine

97%

Synonym: N,N,NN′-Tetraethylphenylphosphonous diamide, NSC 244337, Phenylphosphonous tetraethyldiamide

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphine Ligands
assay   97%
bp   80 °C/0.005 mmHg (lit.)
density   0.971 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   CCN(CC)P(N(CC)CC)c1ccccc1
InChI   1S/C14H25N2P/c1-5-15(6-2)17(16(7-3)8-4)14-12-10-9-11-13-14/h9-13H,5-8H2,1-4H3
InChI key   HTIVDCMRYKVNJC-UHFFFAOYSA-N

Description

Application

• Electron-withdrawing cocatalyst in rhodium catalyzed hydroformylation reactions
• Ligand precatalyst for Heck coupling reactions

Reactant for:
• Preparation of palladium chiral P-N ligand complexes for regio- and stereo-selective dimerization reactions
• Preparation of palladium tautomeric ferrocenylphosphinites as catalysts for Suzuki-Miyaura coupling
• Trimethylsilyl halide-promoted Michaelis-Arbuzov rearrangement of phosphinites and phosphites

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
222.8 °F
Flash Point(C) 
106 °C
Protocols & Articles
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