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1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex is a versatile organometallic compound that serves as a catalyst in various chemical reactions. It is characterized by its orange/red solid appearance and is known for its stability and high catalytic activity.
Used in Pharmaceutical Industry:
1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex is used as a catalyst for Suzuki and Stile couplings, which are essential reactions in the synthesis of various pharmaceutical compounds, including anticancer, anti-inflammatory, and antiviral drugs.
Used in Organic Synthesis:
1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex is used as a catalyst in the preparation of imidazoles, benzimidazoles, and tetrahydropyrimidines. These heterocyclic compounds are important building blocks in the synthesis of various organic molecules, such as pharmaceuticals, agrochemicals, and dyes.
Used in Chemical Research:
1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex is used as a catalyst in various research applications, enabling the development of new synthetic methods and the discovery of novel chemical compounds with potential applications in various industries.

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    Cas No: 95464-05-4

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    Cas No: 95464-05-4

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  • 95464-05-4 Structure
  • Basic information

    1. Product Name: 1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex
    2. Synonyms: DICHLORO[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]-PALLADIUM DICHLOROMETHANE ADDUCT;DICHLORO[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]PALLADIUM(II) DICHLOROMETHANE ADDUCT;DICHLORO[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]PALLADIUM(II) DICHLOROMETHANE COMPLEX;1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENEPALLADIUM(II) DICHLORIDE, DICHLOROMETHANE;1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE-PALLADIUM(II)DICHLORIDE DICHLOROMETHANE COMPLEX;[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]DICHLOROPALLADIUM(II), COMPLEX WITH DICHLOROMETHANE (1:1);[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]DICHLOROPALLADIUM(II), DCM ADDUCT;[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]DICHLOROPALLADIUM(II), DICHLOROMETHANE ADDUCT
    3. CAS NO:95464-05-4
    4. Molecular Formula: C34H28Cl2FeP2Pd
    5. Molecular Weight: 816.64
    6. EINECS: 460-040-3
    7. Product Categories: Catalysis and Inorganic Chemistry;Homogeneous Pd Catalysts;Palladium;Pd
    8. Mol File: 95464-05-4.mol
  • Chemical Properties

    1. Melting Point: 275-280 °C(lit.)
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: orange-red/Powder
    5. Density: 1 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
    8. Solubility: Chloroform (Slightly), Methanol (Slightly)
    9. Water Solubility: Insoluble in water.
    10. Stability: Light Sensitive
    11. CAS DataBase Reference: 1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex(CAS DataBase Reference)
    12. NIST Chemistry Reference: 1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex(95464-05-4)
    13. EPA Substance Registry System: 1,1'-Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex(95464-05-4)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 20/21/22-36/37/38-40-67-48/20/22
    3. Safety Statements: 23-24/25-26-36/37
    4. WGK Germany: 3
    5. RTECS:
    6. TSCA: No
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 95464-05-4(Hazardous Substances Data)

95464-05-4 Usage

Reaction

Catalyst for the borylation of aryl halides. β-Alkyl Suzuki-Miyaura cross-coupling reactions with potassium alkyltrifluoroborates. Catalyst for modified Negishi coupling. Synthesis of polyheterocycles by a Pd-catalyzed intramolecular N-arylation/C-H bond activation/aryl-aryl bond-forming domino process. Catalyst for Stille allylation. Catalyst for the amination of aryl bromides.

Check Digit Verification of cas no

The CAS Registry Mumber 95464-05-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,5,4,6 and 4 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 95464-05:
(7*9)+(6*5)+(5*4)+(4*6)+(3*4)+(2*0)+(1*5)=154
154 % 10 = 4
So 95464-05-4 is a valid CAS Registry Number.

95464-05-4 Well-known Company Product Price

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  • Alfa Aesar

  • (41225)  Dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II), complex with dichloromethane (1:1), Pd 13%   

  • 95464-05-4

  • 1g

  • 573.0CNY

  • Detail
  • Alfa Aesar

  • (41225)  Dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II), complex with dichloromethane (1:1), Pd 13%   

  • 95464-05-4

  • 5g

  • 1901.0CNY

  • Detail
  • Alfa Aesar

  • (41225)  Dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II), complex with dichloromethane (1:1), Pd 13%   

  • 95464-05-4

  • 25g

  • 6017.0CNY

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  • Aldrich

  • (685127)  [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)complexwithdichloromethane,ChemDosetablets  Loading: 2μmol per tablet

  • 95464-05-4

  • 685127-100TAB

  • 6,124.95CNY

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95464-05-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II),complex with dichloromethane

1.2 Other means of identification

Product number -
Other names 1,1'-Bis(diphenylphosphino)ferrocene-palladium( II)dichloride dichloromethane complex

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:95464-05-4 SDS

95464-05-4Relevant articles and documents

The thiosulfate (S2O32?) ion; a neglected but simple hetero-donor ligand towards platinum(II), palladium(II) and nickel(II)

Henderson, William,Kaewthong, Aphiwat,Saunders, Graham C.

, (2022/01/24)

Reactions of the thiosulfate ligand (as sodium thiosulfate, Na2S2O3·5H2O) with phosphine complexes of the group 10 metals Ni(II), Pd(II) and Pt(II) resulted in five neutral thiosulfate complexes, [Ni(S2O3)(dppe)] (dppe = Ph2PCH2CH2PPh2), [Pd(S2O3)(dppe)], [Pd(S2O3)(dppf)] (dppf = Fe(C5H4PPh2)2), [Pd(S2O3)(PPh3)2] and [Pt(S2O3)(PPh3)2]. X-ray structure determinations of [Pd(S2O3)(dppf)], [Pd(S2O3)(PPh3)2] and [Pt(S2O3)(PPh3)2] confirmed that thiosulfate ligand coordinates as a bidentate chelating ligand via both sulfur and oxygen donor atoms. In addition, reactions of the thiosulfate ligand with dinuclear chloride-bridged cyclopalladated complexes gave four mononuclear anionic complexes [Pd(S2O3)(damp)]? (damp = N,N-dimethylbenzylamino, (CH3)2NCH2C6H4), [Pd(S2O3)(ptpy)]? (ptpy = p-tolylpyridyl), ]Pd(S2O3)(bzpy)]? (bzpy = 2-benzylpyridyl) and [Pd(S2O3))pap)]? (pap = 2-(phenylazo)phenyl). The structure of (Ph3PCH2Ph)[Pd(S2O3)(pap)] by X-ray crystallography revealed the ability of thiosulfate ligand to cleave the bridging chloride ligand on the starting complexes by acting as an S,O-donor chelating ligand. An ESI mass spectrometric investigation showed that the coordinated thiosulfate ligand undergoes fragmentation at elevated capillary exit voltages.

Meso -Tetra-(4-pyridyl)porphyrin/palladium(ii) complexes as anticancer agents

Alves, Kamilla M.,Ayalla, Alejando P.,Batista, Alzir A.,Dutra, Jocely De L.,Ellena, Javier,Gon?alves, Pablo J.,Guedes, Adriana P. M.,Honorato, Jo?o,Li?o, Luciano M.,Velozo-Sa, Vivianne S.

, p. 16254 - 16264 (2021/11/27)

This study reports the synthesis, structural characterization and cytotoxic activity of four new palladium/pyridylporphyrin complexes, with the general formula {TPyP[PdCl(P-P)]4}(PF6)4, where P-P is 1,2-bis(diphenylphosphino)ethane (dppe), 1,3-bis(diphenylphosphino)propane (dppp), 1,2-bis(diphenylphosphino)butane (dppb) or 1,1′-bis(diphenylphosphino)ferrocene (dppf). The complexes were characterized by elemental analysis, and by FT-IR, UV/Vis, 1H and 31P{1H} NMR (1D/2D) spectroscopy. The slow evaporation of a methanolic solution of {TPyP[PdCl(dppb)]4}(PF6)4 (in an excess of NaBF4 salt) resulted in single crystals suitable for X ray diffraction, allowing the determination of the tridimensional structure of this complex, which crystallized in the P21/a space group. The cytotoxicity of the complexes against MDA-MB-231 (breast cancer cells) and MCF-10A (non-tumor breast cancer cells), was determined by the colorimetric MTT method, which revealed that all four complexes show selective indexes close to 1.2, lower than that of cisplatin for the same cells (12.12). The interaction of the complexes with CT-DNA was evaluated by UV-visible and viscosity measurements and it was determined that the complexes interact moderately with CT-DNA, probably by H-bonding/π-π stacking and electrostatic interactions. This journal is

Preparation method of [1, 1'-bis (diphenylphosphino) ferrocene] palladium dichloride

-

Paragraph 0030-0048, (2021/02/06)

The invention discloses a preparation method of [1, 1'-bis (diphenylphosphino) ferrocene] palladium dichloride, which comprises the following steps of: (a) adding palladium powder into an aqua regia solution, heating for dissolution, adding hydrochloric acid while the solution is hot to drive nitrate, cooling, and adding an ethanol-water mixed solution for dilution; (b) dissolving 1, 1'-bis (diphenylphosphino) ferrocene (dppf) in an organic solvent in a stirring state to obtain an organic solution of 1, 1'-bis (diphenylphosphino) ferrocene; and (c) dropwise adding the solution obtained in thestep (a) into the solution obtained in the step (b), stirring for reaction, cooling, filtering, washing, draining, and carrying out vacuum drying to obtain a red [1, 1'-bis (diphenylphosphino) ferrocene] palladium dichloride complex crystal. The initial raw material palladium powder is directly used for replacing palladium dichloride, the target product is directly synthesized, the synthesis period is shortened, the reaction steps are simplified, the efficiency is improved, the production cost is reduced, the yield of the target product is larger than 99%, and the purity of the target productis larger than 99%.

Preparation method of palladium complex

-

Paragraph 0025-0032, (2020/07/02)

The invention discloses a preparation method of a palladium complex. The method comprises the following steps: 1, dissolving palladium metal salt in diluted hydrochloric acid; 2, allowing a metal saltsolution obtained in the step 1 to pass through an anion exchange resin column to enable chloropalladate radicals to be exchanged onto resin; 3, enabling a diphenylphosphino ferrocene solution to flow through the resin to obtain red turbid liquid; and 4, carrying out filtering, and washing a precipitate with ethanol to separate the resin and the precipitate. The preparation method disclosed by the invention is simple to operate, capable of realizing continuous production, high in product purity, recyclable in reaction liquid and high in metal utilization rate.

Reactivity of hemilabile pyridyl- and methyl-substituted pyrimidylselenolates with [MCl2(dppf)] (M?=?Pd, pt; dppf?=?bis(diphenylphisphino)ferrocene)

Chauhan, Rohit Singh,Cordes, David B.,Slawin, Alexandra M.Z.,Yadav, Seema,Dash, Chandrakanta

supporting information, p. 125 - 129 (2018/04/17)

The bis(diphenylphisphino)ferrocene (dppf) derived palladium analogue of [PdCl2(dppf)] on reaction with the sodium salt of pyridyl/pyrimidyl selenolate yielded mononuclear cis configured complex [Pd(SeAr)2(dppf)] (Ar = C5H

Oxidative Mechanochemistry: Direct, Room-Temperature, Solvent-Free Conversion of Palladium and Gold Metals into Soluble Salts and Coordination Complexes

Do, Jean-Louis,Tan, Davin,Fri??i?, Tomislav

, p. 2667 - 2671 (2018/02/06)

Noble metals are valued, critical elements whose chemical activation or recycling is challenging, and traditionally requires high temperatures, strong acids or bases, or aggressive complexation agents. By using elementary palladium and gold, demonstrated here is the use of mechanochemistry for noble-metal activation and recycling by mild, clean, solvent-free, and room-temperature chemistry. The process leads to direct, efficient, one-pot conversion of the metals, including spent catalysts, into either simple water-soluble salts or metal–organic catalysts.

Mixed ligand, palladium(II) and platinum(II) complexes of tertiary diphosphineswithS-1H benzo[d] imidazole-2-yl benzothioate

Ali, Karwan Omer,Mohammad, Hikmat Ali,Gerber, Thomas,Hosten, Eric

, p. 584 - 592 (2017/05/26)

Palladium(II) and platinum(II) complexes containing the mixed ligands tertiary diphosphinesdppm. dppp and dppf with Thioester ligand S-1H benzo[d] imidazole-2-yl benzothioate (HSBIBT) have been prepared by the reaction of PdCl2 and PtCl2/

Aromatic amine N-oxide organometallic compounds: Searching for prospective agents against infectious diseases

Rodrguez Arce, Esteban,Mosquillo, M. Florencia,Prez-Daz, Leticia,Echeverra, Gustavo A.,Piro, Oscar E.,Merlino, Alicia,Coitio, E. Laura,Marngolo Ribeiro, Camila,Leite, Clarice Q. F.,Pavan, Fernando R.,Otero, Luca,Gambino, Dinorah

, p. 14453 - 14464 (2015/08/24)

In search of prospective agents against infectious diseases, 1,1′-bis(diphenylphosphino)ferrocene pyridine-2-thiolato-1-oxide M(II) hexafluorophosphate compounds [M(mpo)(dppf)](PF6), where M = palladium or platinum, were synthesized and fully characterized in the solid state and in solution using experimental and DFT computational techniques. The compounds are isomorphous and the M(II) transition metal ions are in a nearly planar trapezoidal cis-coordination bound to the pyridine-2-thiolato-1-oxide (mpo) and to the 1,1′-bis(diphenylphosphino)ferrocene molecules, both acting as bidentate ligands. Both compounds showed high cytotoxic activity on Trypanosoma cruzi and Mycobacterium tuberculosis (MTB) and acceptable selectivities towards MTB, but good to excellent selectivity index values as anti-T. cruzi compounds. The inclusion of the ferrocene moiety (dppf ligand) improved the selectivity towards the parasite when compared to the previously reported [M(mpo)2] complexes. Related to the probable mechanism of action of the complexes, molecular docking studies on modelled T. cruzi NADH-fumarate reductase (TcFR) predicted that both be very good inhibitors of the enzyme. The effect of the compounds on the enzyme activity was experimentally confirmed using T. cruzi protein extracts. According to all obtained results, both [M(mpo)(dppf)](PF6) compounds could be considered prospective anti-trypanosomal agents that deserve further research.

Antibacterial piperidinyl substituted 3,4-dihydro-1H-[1,8]naphthyridinones

-

Page/Page column, (2014/06/24)

The present invention is related to novel compounds of formula (I) that inhibit the activity of the Fab1 enzyme which are therefore useful in the treatment of bacterial infections. It further relates to pharmaceutical compositions comprising these compounds, and chemical processes for preparing these compounds.

New acetonyl palladium(II) complexes

Vicente, Jose,Arcas, Aurelia,Fernandez-Hernandez, Jesus M.,Bautista, Delia

, p. 3978 - 3985 (2009/02/05)

[Pd(CH2C(O)Me)Cl]n (1), reacts with P- and N-donor ligands to afford cis-[Pd{CH2C(O)Me}Cl(dppf)] (dppf = bis(diphenylphosphino)ferrocene (2)) and [Pd(CH2C(O)Me)ClL 2] (L = pyridine = py (3), 4-Me-pyri

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