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

1,1'-Bis(diphenylphosphino)ferrocene

Reaction
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;Zirconium ionophore I ;phosphino)ferrocene (DPPF);1,1-(twophenylphosphine)Er Maotie;Cyclopentadienyldiphenylphosphine;1'-Bis(diphenylphosphino)ferrocene
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.

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 354 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 45 Global 446
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
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021-55660885
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sales@jonln.com
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China
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BeiJing Greenchem Technology Co.,Ltd.
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13842764302; 13842764302
Fax
010-62925455
Email
chemrocking@bjgreenchem.com
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China
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Chongqing Xingcan Pharmaceutical Technology Co., Ltd.
Tel
15523000485
Email
xingcanyaoye@sina.com
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China
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1686
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Puyang Huicheng Electronic Material Co. Ltd.
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0393-0393-8910800 18236056670
Fax
0393-8912775
Email
info@huichengchem.com
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China
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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66099280 17798518460
Fax
(1)02557626880
Email
cfzhang@aikonchem.com
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China
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Shanghai Yanze Chemical Co., Ltd.
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021-13773155751 19975051755
Email
260924549@qq.com
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China
ProdList
8554
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J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
Fax
86-10-82849933
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jkinfo@jkchemical.com
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China
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
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Beijing Donghualituo Techonlogy Development Co.,Ltd.
Tel
010-88425576
Fax
(+86)-10-88425546
Email
sales@dhltchem.com
Country
China
ProdList
793
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59
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3576
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View Lastest Price from 1,1'-Bis(diphenylphosphino)ferrocene manufacturers

Henan Fengda Chemical Co., Ltd
Product
1,1'-Bis(diphenylphosphino)ferrocene 12150-46-8
Price
US $5.00-2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-16
Shanghai UCHEM Inc.
Product
1,1'-Bis(diphenylphosphino)ferrocene 12150-46-8
Price
US $35.00-286.00/g
Min. Order
100g
Purity
0.98
Supply Ability
100kg
Release date
2023-10-20
Hebei Yanxi Chemical Co., Ltd.
Product
1,1'-Bis(diphenylphosphino)ferrocene 12150-46-8
Price
US $20.00-1.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-10-31

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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  • 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