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ChemicalBook > CAS DataBase List > 1,1'-Bis(diphenylphosphino)ferrocene

1,1'-Bis(diphenylphosphino)ferrocene

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Product Name
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;Terazolamide Impurity 83;Zirconium ionophore I ;phosphino)ferrocene (DPPF);1,1-(twophenylphosphine)Er Maotie;Cyclopentadienyldiphenylphosphine
CBNumber
CB2746748
Molecular Formula
C34H28FeP210*
Formula Weight
554.38
MOL File
12150-46-8.mol
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1,1'-Bis(diphenylphosphino)ferrocene Property

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)
NIST Chemistry Reference
1,1'-Bis(diphenylphosphino)ferrocene(12150-46-8)
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Safety

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
F 
10-23
TSCA 
No
HazardClass 
IRRITANT
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
177261
Product name
1,1′-Bis(diphenylphosphino)ferrocene
Purity
97%
Packaging
1g
Price
$37.5
Updated
2024/03/01
Sigma-Aldrich
Product number
177261
Product name
1,1′-Bis(diphenylphosphino)ferrocene
Purity
97%
Packaging
10g
Price
$212
Updated
2024/03/01
TCI Chemical
Product number
B2027
Product name
1,1'-Bis(diphenylphosphino)ferrocene
Purity
>96.0%(T)
Packaging
1g
Price
$26
Updated
2024/03/01
TCI Chemical
Product number
B2027
Product name
1,1'-Bis(diphenylphosphino)ferrocene
Purity
>96.0%(T)
Packaging
5g
Price
$46
Updated
2024/03/01
Alfa Aesar
Product number
B21166
Product name
1,1'-Bis(diphenylphosphino)ferrocene, 97%
Packaging
1g
Price
$49.3
Updated
2023/06/20
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1,1'-Bis(diphenylphosphino)ferrocene Chemical Properties,Usage,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.


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.

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Carbonylations
reagent type: ligand
reaction type: Ene Reaction
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Sonogashira Coupling
reagent type: ligand
reaction type: Stille Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Tsuji-Trost Reaction

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)ferrocene Preparation Products And Raw materials

Raw materials

Ferrocene N,N,N',N'-Tetramethylethylenediamine Dicyclopentadiene Ferrous chloride Chlorodiphenylphosphine Tetrahydrofuran Ethyl acetate Dichloromethane Sodium hydroxide n-Butyllithium

Preparation Products

N,N'-Bis- (1-naphthalenyl)-N,N'-bis-phenyl-(1,1'-biphenyl)-4,4'-diamine 1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex [1,1'-Bis(diphenylphosphino)ferrocene]dichloronickel(II) [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)
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1,1'-Bis(diphenylphosphino)ferrocene Suppliers

Americas 1 Belgium 2 Canada 1 China 383 Europe 5 Germany 4 India 9 Japan 5 Poland 1 Russia 1 Singapore 1 South Korea 1 Switzerland 2 Ukraine 1 United Kingdom 13 United States 46 Global 476
future industrial shanghai co., ltd
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400-0066400 13621662912
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China
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Chongqing Xingcan Pharmaceutical Technology Co., Ltd.
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15523000485
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Puyang Huicheng Electronic Material Co. Ltd.
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Shanghai Yanze Chemical Co., Ltd.
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021-13773155751 19975051755
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BeiJing Greenchem Technology Co.,Ltd.
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J & K SCIENTIFIC LTD.
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86-10-82849933
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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021-61259108 18621169109
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86-21-61259102
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Beijing Donghualituo Techonlogy Development Co.,Ltd.
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010-88425576
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(+86)-10-88425546
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sales@dhltchem.com
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View Lastest Price from 1,1'-Bis(diphenylphosphino)ferrocene manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
1,1'-Bis(diphenylphosphino)ferrocene 12150-46-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-02-22
Wuhan Circle Star Chem-medical Technology Co.,Ltd
Product
1,1'-Bis(diphenylphosphino)ferrocene 12150-46-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98
Supply Ability
1000
Release date
2025-01-15
Hebei Mujin Biotechnology Co.,Ltd
Product
1,1'-Bis(diphenylphosphino)ferrocene 12150-46-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-23

12150-46-8, 1,1'-Bis(diphenylphosphino)ferroceneRelated Search:

Ferrocene Diphenylphosphine oxide Diphenylphosphine Chlorodiphenylphosphine N-(Carboxymethyl)-N-(phosphonomethyl)-glycine 1,3-Bis(diphenylphosphino)propane 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride 1,2-Bis(diphenylphosphino)ethane (1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE)TETRACARBONYLCHROMIUM (S)-N,N-DIMETHYL-1-[(R)-1',2-BIS(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE (R)-CTH-JAFAPHOS Dichloro(1,1-bis(diphenylphosphino)ferrocene)palladium(II) acetone adduct [1,1'-Bis(diphenylphosphino)ferrocene]dichloronickel(II) [1,1'-Bis(diphenylphosphino)ferrocene]dichlorocobalt(II) [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (ALPHAR,ALPHAR)-1,1'-BIS[ALPHA-(DIMETHYLAMINO)BENZYL]-(S,S)-2,2'-BIS(DIPHENYLPHOSPHINO)FERROCENE (ALPHAR,ALPHAR)-1,1'-BIS[ALPHA-(DIMETHYLAMINO)BENZYL]-(S,S)-2,2'-BIS[BIS(4-METHOXY-3,5-DIMETHYLPHENYL)PHOSPHINO]FERROCENE 1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex

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  • Terazolamide Impurity 83
  • 12150-46-8
  • C34H28FeP2
  • C35H30Cl2FeP2
  • C6H52PC5H4FeC5H4PC6H52
  • Polydentate Phosphine Ligands
  • Phosphorus Compounds
  • Fe (Iron) Compounds
  • Ferrocenes
  • Metallocenes
  • Transition Metal Compounds
  • Classes of Metal Compounds