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1,1'-Bis(diphenylphosphino)ferrocene

CAS No.
12150-46-8
Chemical Name:
1,1'-Bis(diphenylphosphino)ferrocene
Synonyms
DPPF;Bis(diphenylphosphino)ferrocene;1,1'-FERROCENEDIYL-BIS(DIPHENYLPHOSPHINE);98% DPPF;1,1'-Bis(diphenylpho;Zirconium ionophore I ;phosphino)ferrocene (DPPF);1,1-(twophenylphosphine)Er Maotie;Cyclopentadienyldiphenylphosphine;1'-Bis(diphenylphosphino)ferrocene
CBNumber:
CB2746748
Molecular Formula:
C34H28FeP210*
Molecular Weight:
554.38
MDL Number:
MFCD00001422
MOL File:
12150-46-8.mol
Last updated:2024-04-16 16:04:49

1,1'-Bis(diphenylphosphino)ferrocene Properties

Melting point 181-182 °C (dec.)(lit.)
storage temp. 2-8°C
solubility Chloroform, Ethyl Acetate
form crystal
color yellow to orange
Water Solubility Soluble in chloroform, dichloromethane, alcohol and pentane. Insoluble in water.
Sensitive Air Sensitive
Hydrolytic Sensitivity 7: reacts slowly with moisture/water
Stability Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 12150-46-8(CAS DataBase Reference)
FDA UNII L7Z23UWS3H
NIST Chemistry Reference 1,1'-Bis(diphenylphosphino)ferrocene(12150-46-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
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
NFPA 704
1
3 0

1,1'-Bis(diphenylphosphino)ferrocene price More Price(66)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 177261 1,1′-Bis(diphenylphosphino)ferrocene 97% 12150-46-8 1g $37.5 2024-03-01 Buy
Sigma-Aldrich 177261 1,1′-Bis(diphenylphosphino)ferrocene 97% 12150-46-8 10g $212 2024-03-01 Buy
TCI Chemical B2027 1,1'-Bis(diphenylphosphino)ferrocene >96.0%(T) 12150-46-8 1g $26 2024-03-01 Buy
TCI Chemical B2027 1,1'-Bis(diphenylphosphino)ferrocene >96.0%(T) 12150-46-8 5g $46 2024-03-01 Buy
Alfa Aesar B21166 1,1'-Bis(diphenylphosphino)ferrocene, 97% 12150-46-8 1g $49.3 2023-06-20 Buy
Product number Packaging Price Buy
177261 1g $37.5 Buy
177261 10g $212 Buy
B2027 1g $26 Buy
B2027 5g $46 Buy
B21166 1g $49.3 Buy

1,1'-Bis(diphenylphosphino)ferrocene Chemical Properties,Uses,Production

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.
Reactions of 12150-46-8_1
Reactions of 12150-46-8_2
Reactions of 12150-46-8_3

Chemical Properties

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

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.

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.

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.]

405164-68-3
12150-46-8
Synthesis of 1,1'-Bis(diphenylphosphino)ferrocene from Ferrocene, 1,1'-bis(diphenoxyphosphino)-
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AB PharmaTech,LLC
323-480-4688 United States 989 55

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View Lastest Price from 1,1'-Bis(diphenylphosphino)ferrocene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,1'-Bis(diphenylphosphino)ferrocene pictures 2024-04-24 1,1'-Bis(diphenylphosphino)ferrocene
12150-46-8
US $5.00 / KG 1KG 99% 500mt/year Jinan Finer Chemical Co., Ltd
1,1'-Bis(diphenylphosphino)ferrocene pictures 2024-04-16 1,1'-Bis(diphenylphosphino)ferrocene
12150-46-8
US $5.00-2.00 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
1,1'-Bis(diphenylphosphino)ferrocene pictures 2024-02-23 1,1'-Bis(diphenylphosphino)ferrocene
12150-46-8
US $35.00-286.00 / g 100g 0.98 100kg Shanghai UCHEM Inc.
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 1,1'-FERROCENEBIS(DIPHENYLPHOSPHINE) 1,1'-bis(diphenyphosphino)ferrocene 1,1'-bis(diphenyphosphino)ferrocene(dppf) 1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE, 97 % 1,1'-Bis(diphenylphosphino)ferrocene,99%DPPF 1,1'- double(twophenylphosphine)Er Maotie 1,1'-Bis(diphenylphosphino)ferrocene 97% 1,1'-Bis(diphenylphosphino)ferrocene (DPPF), 95+% 1,1'-Bis(diphenylphosphino)ferrocene 1,1'-Ferrocenebis(diphenylphosphine) 1,1'-Bis(diphenylphosphino)ferrocene,98% DPPF bis(2-(diphenylphosphino)cyclopenta-2,4-dien-1-yl)iron dppf 1,1'-Ferrocenebis(diphenylphosphine) 1,1'-Ferrocenediyl-bis(diphenylphosphine) Zirconium ionophore I 1,1'-Bis(diphenylphosphino) ferrocene, Catalyst Grade 1,1'-Bis(diphenylphosphino)ferrocene, C 73.4%, H 5.2% 1,1μ-Ferrocenebis(diphenylphosphine), 1,1μ-Ferrocenediyl-bis(diphenylphosphine) 1,1''-BIS-(DIPHENYLPHOSPHINO)-FEROCENE 1,1'-Bis(diphenylphosphino)ferrocene,98% 1,1'-Bis(diphenylphosphino)ferrocene,99% 1,1'-Bis(diphenylpho 1'-Bis(diphenylphosphino)ferrocene 1,1'-bis(diphenylphosphine) Ferrocene 98% DPPF 1,1'-Ferrocendiylbis(diphenylphosphine) Cyclopentadienyldiphenylphosphine 1,1'-Ferrocenebis(diphenylphosphine) dppf phosphino)ferrocene (DPPF) 1,1'-Bis(diphenylphosphino)ferrocene> 1,1'-Bis(diphenylphosphino)ferrocene ISO 9001:2015 REACH cyclopenta-2,4-dien-1-yl(diphenyl)phosphane(1:2) DPPF (1,1-Bis(Diphenylphosphino)Ferrocene) extrapure, 98% Ferrocene,1,1'-bis(diphenylphosphino)- DPPF 1,1'-FERROCENEDIYL-BIS(DIPHENYLPHOSPHINE) Bis(diphenylphosphino)ferrocene 1,1'-Bis(diphenylphosphino)ferrocene, 94% 1,1'-Bis(diphenylphosphino)ferrocene 12150-46-8 C34H28FeP2 C35H30Cl2FeP2 C6H52PC5H4FeC5H4PC6H52 Polydentate Phosphine Ligands Phosphorus Compounds Fe (Iron) Compounds Ferrocenes Metallocenes Transition Metal Compounds Classes of Metal Compounds Phosphine Ligands Catalysis and Inorganic Chemistry Miscellaneous