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Bis(dibenzylideneacetone)palladium

Reaction
Product Name
Bis(dibenzylideneacetone)palladium
CAS No.
32005-36-0
Chemical Name
Bis(dibenzylideneacetone)palladium
Synonyms
PD(DBA)2;PALLADIUM(0) BIS(DIBENZYLIDENEACETONE);Pd(C17H14O)2;(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one,palladium;bis((1E,4E)-1,5-diphenylpenta-1,4-dien-3-one) palladium;Bis(dibenzyL;ideneacetone)paL;Sucrose Impurity 12;Bis(dba)palladium(0);Bis(dibenzylideneacetone)...
CBNumber
CB5132456
Molecular Formula
C34H20O2Pd
Formula Weight
566.95
MOL File
32005-36-0.mol
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Bis(dibenzylideneacetone)palladium Property

Melting point:
150°C
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
Chloroform (Slightly)
form 
Fine Powder
color 
Red-brown to black
Water Solubility 
insoluble
Sensitive 
Air & Moisture Sensitive
Stability:
Hygroscopic
InChI
InChI=1S/2C17H10O.Pd/c2*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;/h2*1-10H;
InChIKey
WTAPZWXVSZMMDG-JZOPPWQGSA-N
SMILES
O=C1C2=C(C3C=CC=CC=3)[Pd]34562(C(C2C=CC=CC=2)=C3C(=O)C4=C5C2C=CC=CC=2)C(C2C=CC=CC=2)=C16
CAS DataBase Reference
32005-36-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/38
Safety Statements 
22-24/25-37/39-26
WGK Germany 
3
TSCA 
No
HS Code 
28439000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
227994
Product name
Bis(dibenzylideneacetone)palladium(0)
Packaging
2g
Price
$142
Updated
2024/03/01
Sigma-Aldrich
Product number
227994
Product name
Bis(dibenzylideneacetone)palladium(0)
Packaging
5g
Price
$202
Updated
2024/03/01
TCI Chemical
Product number
B1374
Product name
Bis(dibenzylideneacetone)palladium(0)
Packaging
1g
Price
$144
Updated
2024/03/01
TCI Chemical
Product number
B1374
Product name
Bis(dibenzylideneacetone)palladium(0)
Packaging
5g
Price
$567
Updated
2024/03/01
Alfa Aesar
Product number
012764
Product name
Bis(dibenzylideneacetone)palladium(0)
Packaging
0.25g
Price
$28.65
Updated
2024/03/01
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Bis(dibenzylideneacetone)palladium Chemical Properties,Usage,Production

Reaction

  1. Palladium-catalyzed acylation of unsaturated halides by anions of enol ethers.
  2. Asymmmetric Allylation reactions.
  3. Intramolecular reactions with alkenes.
  4. Carbonylation reactions.
  5. Cross Coupling reactions.


Chemical Properties

purple brown

Uses

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.

Uses

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Application

Bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) was employed as catalyst in the following studies:
Synthesis of isomeric 2-aryl-2,5-dihydrofurans, via Heck coupling of aryl bromides with alkenes using neopentyl phosphine ligands.
Heck reaction of benzyl trifluoroacetate and 2,3-dihydrofuran phosphoramidite ligand.
Allylation of stabilized anions.Cross coupling of allyl, alkenyl and aryl halides with organostannanes.
Cross coupling of vinyl halides with alkenyl zinc species.Carbonylation of alkenyl and aryl halides.
Employed with cyclic thiourea ligands in an efficient aerobic oxidation of alcohols to aldehydes and ketones.

General Description

Bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) is an air stable Pd0 complex. It is a reagent for the synthesis of allylic substituted cyclopentadienes. It is a homogeneous catalyst. It catalyzes the alkylation of allyl acetates by various nucleophiles under mild conditions.

Synthesis

Bis(dibenzylideneacetone)palladium(0) was prepared by reduction of PdCl2 with methanol in the presence of sodium acetate and dibenzylideneacetone, as dark-violet pre-cipitate with mp 152°C (150°C ). 

Bis(dibenzylideneacetone)palladium Preparation Products And Raw materials

Raw materials

Sodium acetate Acetonitrile 1,3-Dichloropropane Acetone Toluene Benzaldehyde Palladium chloride Methanol

Preparation Products

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Bis(dibenzylideneacetone)palladium Suppliers

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View Lastest Price from Bis(dibenzylideneacetone)palladium manufacturers

Shanghai Daken Advanced Materials Co.,Ltd
Product
Bis(dibenzylideneacetone)palladium 32005-36-0
Price
US $0.00/KG
Min. Order
1KG
Purity
98.00%
Supply Ability
100KG /month
Release date
2021-11-05
Henan Fengda Chemical Co., Ltd
Product
Bis(dibenzylideneacetone)palladium 32005-36-0
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-23
henan kanbei chemical co.,ltd
Product
Bis(dibenzylideneacetone)palladium 32005-36-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2022-09-20

32005-36-0, Bis(dibenzylideneacetone)palladiumRelated Search:

A Ten.JPC palladium carbon fine chemical catalyzer Bis(triphenylphosphine)palladium(II) chloride Bis(2,4-pentanedionato-O,O')palladium(II) [1,2-Bis(diphenylphosphino)ethane]dichloropalladium(II) TRANS-DICHLOROBIS(TRIETHYLPHOSPHINE)PALLADIUM(II) Bis(tri-tert-butylphosphine)palladium(0) dichlorobis(di-tert-butylphenylphosphine)palladium(II) Bis(acetonitrile)dichloropalladium(II) Bis(triphenylphosphinepalladium) acetate BIS(CYCLOPENTADIENYL)OSMIUM Bis(benzonitrile)palladium chloride Bis[1,2-bis(diphenylphosphino)ethane]palladium(0) Platinum bis(acetylacetonate) Dichloro(1,5-cyclooctadiene)platinum(II) Bis(tricyclohexylphosphine)palladium(II) Dichloride BIS(DI-TERT-BUTYLPHOSPHINO)METHANE DICHLOROBIS(METHYLDIPHENYLPHOSPHINE)PALLADIUM(II) Bis[Tris(2-methylphenyl)phosphine]palladium

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  • Classes of Metal Compounds
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  • Catalysis and Inorganic Chemistry
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  • chemical reaction,pharm,electronic,materials
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