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Tris(dibenzylideneacetone)dipalladium

CAS No.
51364-51-3
Chemical Name:
Tris(dibenzylideneacetone)dipalladium
Synonyms
(DBA)3PD2;Tris(dibenzylideneacetone)palladium;tris(1,5-diphenylpenta-1,4-dien-3-one) dipalladium;Pd2(dbba)3;Pd2(dibenzylideneacetone)3;Tris(dibenzylideneacetonyl)bis-palladium;Tris(dibenzylidenaceTone) dipalladium (O);Tris(dibenzylideneac;Tris(dibenzyL;ideneacetone)dipaL
CBNumber:
CB9855353
Molecular Formula:
C51H42O3Pd2
Molecular Weight:
915.71738
MDL Number:
MFCD00013310
MOL File:
51364-51-3.mol
MSDS File:
SDS
Last updated:2023-12-24 21:24:35

Tris(dibenzylideneacetone)dipalladium Properties

Melting point 152-155°C
storage temp. 2-8°C
solubility Soluble in chlorinated solvents, benzene and THF.
form Fine Crystalline Powder
color Purple to black
Water Solubility insoluble
Sensitive Air & Moisture Sensitive
InChIKey IBXMKLPFLZYRQZ-VCHVFRDLSA-N
CAS DataBase Reference 51364-51-3(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H317-H411
Precautionary statements  P261-P272-P273-P280-P302+P352-P333+P313
Hazard Codes  Xn
Risk Statements  20/22-36-40
Safety Statements  24/25-36/37
WGK Germany  3
TSCA  No
HS Code  28439000
NFPA 704
1
2 1

Tris(dibenzylideneacetone)dipalladium price More Price(65)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 328774 Tris(dibenzylideneacetone)dipalladium(0) 97% 51364-51-3 1g $89.2 2024-03-01 Buy
Sigma-Aldrich 328774 Tris(dibenzylideneacetone)dipalladium(0) 97% 51364-51-3 5g $383 2024-03-01 Buy
Sigma-Aldrich 919772 Tris(dibenzylideneacetone)dipalladium(0) ChemBeads 51364-51-3 250MG $119 2023-06-20 Buy
Sigma-Aldrich 919772 Tris(dibenzylideneacetone)dipalladium(0) ChemBeads 51364-51-3 1G $299 2023-06-20 Buy
TCI Chemical T2184 Tris(dibenzylideneacetone)dipalladium(0) >75.0%(T) 51364-51-3 1g $175 2024-03-01 Buy
Product number Packaging Price Buy
328774 1g $89.2 Buy
328774 5g $383 Buy
919772 250MG $119 Buy
919772 1G $299 Buy
T2184 1g $175 Buy

Tris(dibenzylideneacetone)dipalladium Chemical Properties,Uses,Production

Description

Tris(dibenzylideneacetone) dipalladium (Tris DBA) is used as catalyst for a wide variety of Pd catalyzed reactions including Suzuki coupling, Heck coupling, Negishi coupling, Carroll reaarangement, Trost asymmetric allylic alkylation, Buchwald-Hartwig amination of acryl halides, fluorination of allylic chlorides, arylation of ketones, carbonylation of 1,1-dichloro-1-alkenes, ?-arylation of carboxylic esters, and conversion of aryl and vinyl triflates to aryl and vinyl halides. It is also involved in the synthesis of azepane. Tris DBA is also a novel inhibitor of N-myristoyltransferase-1 with significant antitumor activity.

Uses

Tris(dibenzylideneacetone)dipalladium is used in the preparation of semiconducting polymers processed from nonchlorinated solvents into high performance thin film transistors. Also used in the synthesis of polymer bulk-heterojunction solar sells as a semiconductor.

Reactions

1. Catalyst precursor for conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics.
2. Catalyst for the synthesis of epoxides.
3. Catalytic asymmetric allylic and homoallylic diamination of terminal olefins.
4. Site-selective benzylic sp3 palladium-catalyzed direct arylation.
5. Palladium-catalyzed one-pot synthesis of tricyclic indolines.
6. Active catalyst for the Suzuki-Miyaura coupling of 2-pyridyl nucleophiles.
7. Catalyst in combination with BINAP for the asymmetric Heck Arylation of olefins.
8. Precursor for palladium-catalyzed carbon-nitrigen bond formation.
9. Catalyst for α-arylation of ketones,
10. Cross-coupling of aryl halides with aryl boronic acids.
Reactions of 51364-51-3_1
Reactions of 51364-51-3_2

References

  1. https://en.wikipedia.org/wiki/Tris(dibenzylideneacetone)dipalladium(0)
  2. http://www.sigmaaldrich.com
  3. https://www.alfa.com
  4. https://pubchem.ncbi.nlm.nih.gov
  5. S. S. Bhandarkar, J. Bromberg, C. Carrillo, P. Selvakumar, R. K. Sharma, B. N. Perry, B. Govindarajan, L. Fried, A. Sohn, K. Reddy and J. L. Arbiser, Tris (Dibenzylideneacetone) Dipalladium, a N-Myristoyltransferase-1 Inhibitor, Is Effective against Melanoma Growth In vitro and In vivo, Clinical Cancer Research, 2008, vol. 18, 5743-5748

Chemical Properties

dark purple solid

Uses

Tris(dibenzylideneacetone)dipalladium is used in the preparation of semiconducting polymers processed from nonchlorinated solvents into high performance thin film transistors. It is also used as a semiconductor in the synthesis of polymer bulk-heterojunction solar cells.

Uses

A cycloaddition catalyst.

Uses

suzuki reaction

Preparation

First reported in 1970,Tris(dibenzylideneacetone)dipalladium(0)  is prepared from dibenzylideneacetone and sodium tetrachloropalladate. Because it is commonly recrystallized from chloroform, the complex is often supplied as the adduct [Pd2(dba)3·CHCl3].The purity of samples can be variable.

General Description

Tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3) participates in the synthesis of azepane. Crystal structure of Pd2(dba)3 has been determined by three-dimensional X-ray data. Crystals of Pd2(dba)3 are reported to crystalize in triclinic system. It is widely used Pd(0) source in Pd-mediated transformations.

Structure and conformation

In [Pd2(dba)3], the pair of Pd atoms are separated by 320 pm but are tied together by dba units.The Pd(0) centres are bound to the alkene parts of the dba ligands. 

Tris(dibenzylideneacetone)dipalladium Preparation Products And Raw materials

Global( 501)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Huahan Dingcheng New Material Technology Co., Ltd
+undefined-027-81388558 +undefined086-1878077615 huahandingcheng@sina.com China 342 58
Hebei Dangtong Import and export Co LTD
+8615632927689 admin@hbdangtong.com China 991 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 7786 58
Springchem New Material Technology Co.,Limited
+86-021-62885108 +8613917661608 info@spring-chem.com China 2068 57
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555 +8617317452075 jack.li@time-chemicals.com China 1807 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60

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View Lastest Price from Tris(dibenzylideneacetone)dipalladium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tris(dibenzylideneacetone)dipalladium pictures 2024-04-24 Tris(dibenzylideneacetone)dipalladium
51364-51-3
US $12.00-7.00 / g 1g 99% 500 Hebei Dangtong Import and export Co LTD
Tris(dibenzylideneacetone)dipalladium pictures 2024-01-23 Tris(dibenzylideneacetone)dipalladium
51364-51-3
US $0.00 / KG 1KG 98.00% 100KG /month Shanghai Daken Advanced Materials Co.,Ltd
Tris(dibenzylideneacetone)dipalladium pictures 2023-12-24 Tris(dibenzylideneacetone)dipalladium
51364-51-3
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd

Tris(dibenzylideneacetone)dipalladium Spectrum

Bis(dibenzylideneacetone)palladium(0)~Pd_2(dba)_3 Tris(dibezylideneacetone)dipalladium Palladium, tris.mu.-(1,2-.eta.:4,5-.eta.)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-onedi- Tris(dibenzylidenaceton)dipalladium TRIS(BIBENZYLIDENEACETONE) DIPALLADIUM Tris(dibenzylideneacetone)dipalladium(0), Pd 21.5% min Tris(dibenzylideneacetone)dipalladium(0), Pd content 22-24% TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM,20.3% ChemDose(R), Tris[dibenzylideneacetone]dipalladium(0) impregnated tablets Tris[dibenzylideneacetone]dipalladium(0), ChemDose(R) tablets Tris(dibenzylideneacetone)dipalladium(0) Can be used to form catalysts in situ by separate addition of ligand dec. 152-155 Tris(dibenzylideneacetone)dipalladium(0),97% Tris(dibenzylideneacetone)dipalladium(0), Pd min tris(dibenzylidineacetone)dipalladium(0) Tris(dibenzylideneacetone)dipalladium(0) ,98% Bis[tris(dibenzylideneacetone)palladium(0)] Tris(dibenzylideneacetone)dipalladiuM(0), 97% 500MG Tris(dibenzylideneacetone)dipalladiuM(0), 97% 5GR Tris(Dibenzylidenacetone)palladiuM (O) Tris(dlbenzylideneacetone)dipalladiuM(O) Tris(dibenzylideneacetone)dipalladiuM (0), Pd2(dba)3 Pd2(dibenzylideneacetone)3*CHCl3 Tris(dibenzylideneacetone)dipa Tris(dibenzylideneacetone)dipalladiuM(0), 20% Pd, Product of UMicore Tris[dibenzylideneacetone]dipalladium(0)impregnated tablets Tris[dibenzylideneacetone]dipalladium(0), ChemDose? tablets Tris (dibenzylideneacetone indene) dipalladiuM Three (2 benzylidene acetone) 2 palladiuM Pd2(dba)3(=Tris(debenzylideneacetone)Dipalladium(0) ideneacetone)dipaL Tris(dibenzyL Pd21.5%Tris(dibenzylideneacetonyl)bis palladium Tris[dibenzylideneacetone]dipalladium(0), ChemDose(TM) tablets Tris (dibenzilidenacetona) dipaládio (0) (Pd2(dba)3) Tris(dba)dipalladium(0) Tris(dibenzylideneacetone)dipalladium(0),>98%,,Pd 21.5% min Tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3) extrapure, 22-25% Pd Tris(dibenzylidenaceTone) dipalladium (O) Tris(dibenzylideneac (DBA)3PD2 Tris(dibenzylideneacetonyl)bis-palladium Tris(dibenzylideneacetone)palladium Pd2(dibenzylideneacetone)3 Pd2(dbba)3 tris(1,5-diphenylpenta-1,4-dien-3-one) dipalladium Tris(dibenzylideneacetone)dipalladium / Pd2(dba)3 Tri (dibenzylacetone) dipalladium TRI DIBENZYLIDENEACETONE DIPALLADIUM 51364-51-3 51364-05-3 C6H5CHCHCOCHCHC6H53Pd2 C51H42O3Pd2 Pd2dba3xdba 3C17H14O2Pd chemical reaction,pharm,electronic,materials organometallic complexes Catalysts-Ligands Pd