Bis(dibenzylideneacetone)palladium

Base Information

• Chemical Name: Bis(dibenzylideneacetone)palladium
• CAS No.: 32005-36-0
• Molecular Formula: C34H28O2Pd
• Molecular Weight: 575.015
• Hs Code.: 28439000
• European Community (EC) Number: 608-691-6,620-687-6
• Mol file: 32005-36-0.mol

Synonyms:Bis(dibenzylideneacetone)palladium;32005-36-0;Bis(dibenzylideneacetone)palladium(0);PD(DBA)2;(1E,4E)-Bis(dibenzylideneacetone)palladium;TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(O);52409-22-0;MFCD00051942;190385-99-0;(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one;Palladium;C34H28O2Pd;bis(dibenzylideneactone)palladium;(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one,palladium;Palladium, bis((1,2,4,5-eta)-1,5-diphenyl-1,4-pentadien-3-one)-;C34-H28-O2-Pd;UKSZBOKPHAQOMP-SVLSSHOZSA-N;bis (dibenzylideneacetone)palladium;bis(dibenzylidene acetone)palladium;bis(dibenzylidene-acetone)palladium;bis(dibenzylideneacetone)-palladium;AMY39364;BCP22561;bis(dibenzilideneacetone)Palladium(0);AKOS015909150;bis (dibenzylideneacetone)palladium(0);bis(dibenzylidene acetone)palladium(0);bis(dibenzylideneacetone)-palladium(0);bis-(dibenzylideneacetone)palladium(0);AC-2607;GC10019;LS-0002;tris(dibenzylideneaceton)dipalladium(O);bis (dibenzylideneacetone)palladium (0);bis(dibenzylidene acetone)palladium (0);bis(dibenzylidene-acetone)palladium (0);bis(dibenzylideneacetone)-palladium (0);bis-(dibenzylideneacetone)palladium (0);tris(dibenzylidene-acetone)dipalladium(O);tris(dibenzylideneacetone) dipalladium(O);tris-(dibenzylideneacetone)dipalladium(O);tris (dibenzylideneacetone)dipalladium (O);tris(dibenzylideneacetone)-dipalladium (o);tris-(dibenzylideneacetone)dipalladium (O);BIS(DIBENZYLDENEACETONE)PALLADIUM(0);(1E,4E)-1,5-diphenyl-3-penta-1,4-dienone;H11614;A821096;J-400823;palladium;2-[(3-OXO-1,5-DIPHENYLPENTA-1,4-DIEN-2-YL)PALLADIO]-1,5-DIPHENYLPENTA-1,4-DIEN-3-ONE;BIS(DIBENZYLIDENEACETONE)PALLADIUM;BIS(DIBENZYLIDENEACETONE)PALLADIUM(0);PALLADIUM(0) BIS(DIBENZYLIDENEACETONE)

Chemical Property of Bis(dibenzylideneacetone)palladium

Chemical Property:

• Appearance/Colour: Purple powder
• Vapor Pressure: 1.25E-06mmHg at 25°C
• Melting Point: 150°C
• Boiling Point: 400.7oC at 760 mmHg
• Flash Point: 176.1oC
• PSA: 34.14000
• LogP: 7.96460
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Chloroform (Slightly)
• Water Solubility.: insoluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 574.11241
• Heavy Atom Count: 37
• Complexity: 272

Purity/Quality:

99% ^*data from raw suppliers

Bis(dibenzylideneacetone)palladium(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

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.[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.[Pd]
• Uses: suzuki reaction Hydrogenation, isomerization, carbonylation, oxidation, C-C bond formation.Bis(dibenzylideneacetone)palladium(0) is used as a reagent for the preparation of allylic substituted cyclopentadienes. It acts as a homogeneous catalyst as well as in the alkylation of allyl acetates by various nucleophiles. Further, it is used in Suzuki reaction. Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Technology Process of Bis(dibenzylideneacetone)palladium

There total 4 articles about Bis(dibenzylideneacetone)palladium 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: 97.0%

1,5-diphenyl-1,4-pentadiene-3-one (538-58-9) + palladium dichloride → bis(dibenzylideneacetone)-palladium(0) (32005-36-0)

Guidance literature:

palladium dichloride; With sodium chloride; In methanol; at 20 ℃; for 16h; Inert atmosphere; Schlenk technique;

1,5-diphenyl-1,4-pentadiene-3-one; In methanol; at 60 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.202100789

Reference yield: 95.4%

sodium tetrachloropalladate(II) + 1,5-diphenyl-1,4-pentadiene-3-one (538-58-9) → bis(dibenzylideneacetone)-palladium(0) (32005-36-0)

Guidance literature:

With sodium acetate; In methanol; at 57 ℃; Product distribution / selectivity; Inert atmosphere;

Reference yield:

sodium hexachlorodipalladate(II) + dibenzylideneacetone (35225-79-7) → bis(dibenzylideneacetone)-palladium(0) (32005-36-0)

Guidance literature:

sodium hexachlorodipalladate(II); dibenzylideneacetone; at 60 ℃; for 0.25h;

With sodium acetate; at 60 ℃; for 1h;

DOI:10.1002/chem.201704899

upstream raw materials:

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

dibenzylideneacetone

Downstream raw materials:

di-μ-bromobis(N-methyl-3,4-dimethoxybenzalimine-6,C,N)dipalladium(II)

[(C₆H₂(OCH₃)2CHNCH₃Pd(P(C₆H₅)3)Br)]

[(CH₃O)2C₆H₂(CHNC(CH₃)3)PdBr]2

[(C₆H₂(OCH₃)2CHNC₄H₉Pd(P(C₆H₅)3)Br)]

Refernces

• 1、 Belykh,Skripov,Belonogova,Umanets,Stepanova,Schmidt. "Nature of the modifying action of white phosphorus on the properties of nanosized hydrogenation catalysts based on bis(dibenzylideneacetone)palladium(0)". . p. 702 - 710. Retrieved 2011.
• 2、 -. "Preparation method of high-purity tris(dibenzylideneacetone)dipalladium (0)". Paragraph 0024-0026; 0029-0031; 0034-0036. . Retrieved 2019/10/04.