Tris(dibenzylideneacetone)dipalladium-chloroform adduct

Base Information

• Chemical Name: Tris(dibenzylideneacetone)dipalladium-chloroform adduct
• CAS No.: 52522-40-4
• Molecular Formula: C52H43Cl3O3Pd2
• Molecular Weight: 1035.11
• Hs Code.: 28439000
• European Community (EC) Number: 610-856-2
• DSSTox Substance ID: DTXSID40452403
• Mol file: 52522-40-4.mol

Synonyms:Tris(dibenzylideneacetone)di palladium(0) chloroform adduct;Tris(dibenylideneacetone)dipalladium-chloroform;Tris(dibenzylideneacetone)dipalladium(0)-chloroform;Dipalladiumtris(dibenzylideneacetone) chloroform adduct;

Chemical Property of Tris(dibenzylideneacetone)dipalladium-chloroform adduct

Chemical Property:

• Appearance/Colour: purple to black crystalline powder
• Vapor Pressure: 1.25E-06mmHg at 25°C
• Melting Point: 131-135 °C(lit.)
• Boiling Point: 400.7 °C at 760 mmHg
• Flash Point: 176.2 °C
• PSA: 51.21000
• LogP: 13.93330
• Storage Temp.: 0-6°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Soluble in organic solvents. Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 1034.03515
• Heavy Atom Count: 60
• Complexity: 280

Purity/Quality:

99% ^*data from raw suppliers

Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-38-40-48/20/22-36/37/38
• Safety Statements: 36/37-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C(Cl)(Cl)Cl.[Pd].[Pd]
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.C1=CC=C(C=C1)/C=C/C(=O)/C=C/C2=CC=CC=C2.C(Cl)(Cl)Cl.[Pd].[Pd]
• Uses: suzuki reaction Tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct is a catalyst that is used in the preparation of anticancer activity of amino vinylindoles via palladium catalyzed coupling of hydrazone, haloindoles and amines.

Technology Process of Tris(dibenzylideneacetone)dipalladium-chloroform adduct

There total 3 articles about Tris(dibenzylideneacetone)dipalladium-chloroform adduct which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

chloroform (67-66-3,8013-54-5) + palladium diacetate (3375-31-3) + 1,5-diphenyl-1,4-pentadiene-3-one (538-58-9) → tris(dibenzylideneacetone)dipalladium(0) chloroform complex (52522-40-4)

Guidance literature:

palladium diacetate; 1,5-diphenyl-1,4-pentadiene-3-one; With sodium acetate; In methanol; at 40 ℃; for 3h;

chloroform; In acetone; Cooling;

DOI:10.1021/jacs.5b12242

Reference yield: 66.0%

palladium (7440-05-3) + 1,5-diphenyl-1,4-pentadiene-3-one (538-58-9) → tris(dibenzylideneacetone)dipalladium(0) chloroform complex (52522-40-4)

Guidance literature:

In methanol;

DOI:10.1023/A:1024883328867

Reference yield: 64.0%

palladium diacetate (3375-31-3) + 1,5-diphenyl-1,4-pentadiene-3-one (538-58-9) → tris(dibenzylideneacetone)dipalladium(0) * CHCl3 (52522-40-4)

Guidance literature:

With AcONa; In methanol; chloroform; mixing Pd(OAc)2, dba (3 equivs.) and NaOAc (6 equivs.) in MeOH at 50°C, cooling to 40°C, stirring for 4 h, collection (filtration), dissoln. (refluxing CHCl3), pptn. on addn. of Et2O; collection (filtration), washing (cold Et2O), drying (vac.); elem. anal.;

DOI:10.1021/om9703954

upstream raw materials:

palladium

1,5-diphenyl-1,4-pentadiene-3-one

chloroform

palladium diacetate

Downstream raw materials:

tetrakis(triphenylphosphine) palladium⁽⁰⁾

palladium

bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾

[Pd2(μ-bis(diphenylphosphino)amine)2Cl2]

Refernces

• 1、 Colletto, Chiara,Islam, Saidul,Juliá-Hernández, Francisco,Larrosa, Igor. "Room-Temperature Direct β-Arylation of Thiophenes and Benzo[b]thiophenes and Kinetic Evidence for a Heck-type Pathway". supporting information. p. 1677 - 1683. Retrieved 2016/02/20.