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BIS(DIBENZYLIDENEACETONE)PALLADIUM, also known as Pd(dba)2, is a coordination compound of palladium that is widely recognized for its role as a catalyst or precursor in palladium-catalyzed reactions. This yellowish-orange compound is characterized by its insolubility in water and solubility in organic solvents. Structurally, it features palladium in the oxidation state II, with two acetone-derived ligands, making it a relatively air-stable compound. Although its safety and health effects have not been extensively studied, it is advised to handle this compound with caution, as is the case with other palladium compounds.

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  • 52409-22-0 Structure
  • Basic information

    1. Product Name: BIS(DIBENZYLIDENEACETONE)PALLADIUM
    2. Synonyms: PALLADIUM(0) BIS(DIBENZYLIDENEACETONE);PALLADIUM (0) BIS(DIBENZYLIDENEACETONE) SALT;PD(DBA)2;BIS(DIBENZYLIDENEACETONE) PALLADIUM(0);tris(dibenzylideneacetone)dipalladium(o)(pd2(dba)3);Tris(dibenzylideneacetone)dipalladium(0) [20% Pd];Bis(dibenzylideneacetone)dipalladium;Pd(dba)3
    3. CAS NO:52409-22-0
    4. Molecular Formula: 3C17H14O*2Pd
    5. Molecular Weight: 575
    6. EINECS: 1312995-182-4
    7. Product Categories: Catalysts-Ligands
    8. Mol File: 52409-22-0.mol
  • Chemical Properties

    1. Melting Point: 152-155 °C(lit.)
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: Store at RT.
    8. Solubility: N/A
    9. Water Solubility: insoluble
    10. CAS DataBase Reference: BIS(DIBENZYLIDENEACETONE)PALLADIUM(CAS DataBase Reference)
    11. NIST Chemistry Reference: BIS(DIBENZYLIDENEACETONE)PALLADIUM(52409-22-0)
    12. EPA Substance Registry System: BIS(DIBENZYLIDENEACETONE)PALLADIUM(52409-22-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/38
    3. Safety Statements: 22-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 52409-22-0(Hazardous Substances Data)

52409-22-0 Usage

Uses

Used in Chemical Synthesis:
BIS(DIBENZYLIDENEACETONE)PALLADIUM is used as a catalyst for facilitating various organic transformations, such as the Suzuki reaction, which is a cross-coupling reaction between an organoboronic acid and an organohalide to form carbon-carbon bonds.
Used in Pharmaceutical Industry:
BIS(DIBENZYLIDENEACETONE)PALLADIUM is used as a precursor for catalysts in the synthesis of complex pharmaceutical compounds, where its catalytic properties can enhance the efficiency and selectivity of the reactions involved in drug production.
Used in Material Science:
BIS(DIBENZYLIDENEACETONE)PALLADIUM is used as a catalyst in the development of new materials, such as polymers and nanomaterials, where its ability to facilitate specific chemical reactions can lead to the creation of materials with desired properties.
Used in Research and Development:
BIS(DIBENZYLIDENEACETONE)PALLADIUM is used as a research tool in academic and industrial laboratories, where its catalytic properties are explored and optimized for various applications, including the development of new synthetic methods and the study of reaction mechanisms.

Check Digit Verification of cas no

The CAS Registry Mumber 52409-22-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,4,0 and 9 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 52409-22:
(7*5)+(6*2)+(5*4)+(4*0)+(3*9)+(2*2)+(1*2)=100
100 % 10 = 0
So 52409-22-0 is a valid CAS Registry Number.
InChI:InChI=1/3C17H14O.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;;/h3*1-14H;;/b13-11+,14-12+;2*13-11-,14-12+;;

52409-22-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Tris(dibenzylideneacetone)dipalladium

1.2 Other means of identification

Product number -
Other names TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM (O)

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:52409-22-0 SDS

52409-22-0Relevant articles and documents

Preparation method of high-purity tris(dibenzylideneacetone)dipalladium (0)

-

Paragraph 0024; 0027-0029; 0032-0034; 0037-0038, (2019/10/04)

The invention discloses a preparation method of high-purity tris(dibenzylideneacetone)dipalladium (0). The method includes 1, in a nitrogen atmosphere, adding ligand dibenzylideneacetone, palladium dichloride and anhydrous sodium acetate to anhydrous ethanol that is in a stirring state to carry out a heating reaction, and performing filtering to obtain solid bis(dibenzylideneacetone)palladium (0); 2, in a nitrogen atmosphere, adding the solid bis(dibenzylideneacetone)palladium (0) obtained in the step 1 to acetone that is in a stirring state, washing a retained product after filtering, and drying the washed retained product to obtain the tris(dibenzylideneacetone)dipalladium (0). The preparation method has the advantages that the bis(dibenzylideneacetone)palladium (0) is prepared from the anhydrous ethanol, the dibenzylideneacetone, the palladium dichloride and the anhydrous sodium acetate at first, and then is treated by an acetone solution to obtain the tris(dibenzylideneacetone)dipalladium (0), and accordingly, the obtained tris(dibenzylideneacetone)dipalladium (0) has high purity.

A Simply Synthesized, Tough Polyarylene with Transient Mechanochromic Response

Kempe, Fabian,Brügner, Oliver,Buchheit, Hannah,Momm, Sarah N.,Riehle, Felix,Hameury, Sophie,Walter, Michael,Sommer, Michael

supporting information, p. 997 - 1000 (2017/11/30)

A simple and high-yielding route to tough polyarylenes of the type poly(meta,meta,para-phenylene) (PmmpP) is developed. PmmpP is tough even in its as-synthesized state which has an intermediate molar mass of Mw≈60 kg mol?1 and exhibits outstanding mechanical properties at further optimized molecular weight of Mw=96 kg mol?1, E=0.9 GPa, ?=300 %. Statistical copolymers with para,para-spiropyran (SP) are mechanochromic, and the toughness allows mechanochromism to be investigated. Strained samples instantaneously lose color upon force release. DFT calculations show this phenomenon to be caused by the PmmpP matrix that allows build-up of sufficiently large forces to be transduced to SP, and the relatively unstable corresponding merocyanine (MC) form arising from the aromatic co-monomer. MC units covalently incorporated into PmmpP show a drastically reduced half life time of 3.1 s compared to 4.5 h obtained for SP derivatives with common 6-nitro substitution.

Enantioselective Synthesis of Homoallylic Azides and Nitriles via Palladium-Catalyzed Decarboxylative Allylation

Vita, Maria Victoria,Caramenti, Paola,Waser, Jerome

supporting information, p. 5832 - 5835 (2015/12/11)

Azides and nitriles are important building blocks for the synthesis of nitrogen-containing bioactive compounds. The first example of enantioselective palladium-catalyzed decarboxylative allylation of α-azido and cyano β-ketoesters is reported. Indanone derivatives were obtained in 50-88% yield/77-97% ee and 46-98% yield/78-93% ee for azide and nitrile substituents, respectively. The required starting materials were synthesized in one step from ketoesters via electrophilic azidation and cyanation using benziodoxole hypervalent iodine reagents. The products could be easily converted into useful nitrogen-containing building blocks, such as triazoles, amides, or α- and β- amino ketones.

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