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1,1'-Bis(diphenylphosphino)ferrocene

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1,1'-Bis(diphenylphosphino)ferrocene Basic information

Product Name:
1,1'-Bis(diphenylphosphino)ferrocene
Synonyms:
  • DPPF
  • 1,1''-BIS(DIPHENYLPHOSPHINO)ERROCENE
  • 1,1''-BIS(DIPHENYLPHOSPHINO)FERROCENE (DPPF)
  • DPPF/1,1''-BIS(DIPHENYLPHOSPHINO) FERROCENE
  • 1,1'-Bis(diphenylphosphiNA)ferrocene
  • DPPF, (Ferrocene-1,1'-diyl)bis(diphenylphosphine)
  • 1,1-(twophenylphosphine)Er Maotie
  • 1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE
CAS:
12150-46-8
MF:
C34H28FeP210*
MW:
554.38
EINECS:
640-119-0
Product Categories:
  • Miscellaneous
  • pharmacetical
  • Ligand
  • Catalysts-Ligands
  • Classes of Metal Compounds
  • Fe (Iron) Compounds
  • Boron, Nitrile, Thio,& TM-Cpds
  • Ferrocenes
  • Metallocenes
  • Phosphine Ligands
  • Synthetic Organic Chemistry
  • Transition Metal Compounds
  • Aromatics
  • Catalyst
  • Phosphines
  • Chelating Agents & Ligands
  • Pharmaceutical intermediates
  • Achiral Phosphine
  • Aryl Phosphine
Mol File:
12150-46-8.mol
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1,1'-Bis(diphenylphosphino)ferrocene Chemical Properties

Melting point:
181-182 °C (dec.)(lit.)
storage temp. 
2-8°C
form 
crystal
color 
yellow to orange
Water Solubility 
Soluble in chloroform, dichloromethane, alcohol and pentane. Insoluble in water.
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
Sensitive 
Air Sensitive
Stability:
Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference
12150-46-8(CAS DataBase Reference)
NIST Chemistry Reference
1,1'-Bis(diphenylphosphino)ferrocene(12150-46-8)
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Safety Information

Hazard Codes 
T,Xi,Xn
Risk Statements 
25-36/37/38-20/21/22
Safety Statements 
22-24/25-45-28A-36-26-36/37/39
RIDADR 
3467
WGK Germany 
3
10-23
TSCA 
No
HazardClass 
IRRITANT
HS Code 
29319090

MSDS

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1,1'-Bis(diphenylphosphino)ferrocene Usage And Synthesis

Reaction

  1. Ligand for Pd-catalyzed cross-coupling.
  2. Useful ligand for Pd-catalyzed carbon-nitrogen and carbon-oxygen bond forming procedures.
  3. Ligand for Ni-catalyzed amination of aryl chlorides.
  4. Ligand for Pd-catalyzed conversion of aryl halides to aryl nitriles.
  5. Ligand for Ni-catalyzed Suzuki reactions.
  6. Ni-catalyzed hydroamination of 1,3-dienes.
  7. Pd-catalyzed hydrocarbonation and hydroamination of 3,3-dihexylcyclopropene.
  8. Pd-catalyzed γ-arylation of β,γ-unsaturated ketones.
  9. Ligand for Ru-catalyzed reduction of nitriles to primary amines.
  10. Ligand for Rh-catalyzed alkyne head-to-tail dimerization.
  11. Ligand for Rh-catalyzed cross-coupling
  12. Ligand for Rh-catalyzed olefin isomerization
  13. Ligand for Ni or Rh-catalyzed borylation
  14. Ligand for regioselective Pd-catalyzed hydrophosphinylation of terminal alkynes to form branched alkenes.


Chemical Properties

1,1'-Bis(diphenylphosphino)ferrocene is deep yellow crystalline powder

Uses

suzuki reaction

Uses

1,1'-Bis(diphenylphosphino)ferrocene used coordination compound in synthesis, readily forms complexes with various metals, i.e. when reacting with the acetonitrile or benzonitrile complexes of PdCl2 it forms (dppf)PdCl2, which i s a popular reagent for palladium-catalyzed coupling reactions.

Uses

1,1'-Bis(diphenylphosphino)ferrocene acts as a ligand in homogeneous catalysis. It is used as a ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing. It is also employed as a ligand for Buchwald-Hartwig cross coupling. Further, it is used in the synthesis of coordination compound as well as the formation of complexes with various metals such as palladium chloride. In addition to this, it serves as a reagent for palladium-catalyzed coupling reactions and also plays an important role in Suzuki reaction.

General Description

Novel functionalized furan derivatives were prepared via Pd-phosphine sequential C-C and C-O bond formation.

Purification Methods

Wash it with distilled H2O and dry it in a vacuum. Dissolve it in ca 5 parts of hot dioxane and cool to give orange crystals m 181-183o. Recrystallisation from *C6H6/heptane (1:2) gives a product with m 183-184o. [Bishop et al. J Organomet Chem 27 241 1971.]

1,1'-Bis(diphenylphosphino)ferroceneSupplier

Xinxiang Runyu Material Co., Ltd. Gold
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Alfa Aesar Gold
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future industrial shanghai co., ltd Gold
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0427-6515887
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