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HomeProduct name listBis(dibenzylideneacetone)palladium

Bis(dibenzylideneacetone)palladium

Synonym(s):Palladium(0) bis(dibenzylideneacetone);Pd(dba)2

  • CAS NO.:32005-36-0
  • Empirical Formula: C34H20O2Pd
  • Molecular Weight: 566.95
  • MDL number: MFCD00051942
  • EINECS: 608-691-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-09-13 19:17:52
Bis(dibenzylideneacetone)palladium Structural

What is Bis(dibenzylideneacetone)palladium?

Chemical properties

purple brown

The Uses of Bis(dibenzylideneacetone)palladium

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.

The Uses of Bis(dibenzylideneacetone)palladium

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

What are the applications of Application

Bis(dibenzylideneacetone)palladium(0) is a homogenous catalytic reagent

What are the applications of 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 ). 

Properties of Bis(dibenzylideneacetone)palladium

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
CAS DataBase Reference 32005-36-0(CAS DataBase Reference)

Safety information for Bis(dibenzylideneacetone)palladium

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P501:Dispose of contents/container to..…

Computed Descriptors for Bis(dibenzylideneacetone)palladium

InChIKey WTAPZWXVSZMMDG-JZOPPWQGSA-N

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