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32005-36-0

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32005-36-0 Structure

32005-36-0 Structure
IdentificationMore
[Name]

Bis(dibenzylideneacetone)palladium
[CAS]

32005-36-0
[Synonyms]

BIS(DIBENZYLIDENEACETONE)PALLADIUM
BIS(DIBENZYLIDENEACETONE) PALLADIUM(0)
PALLADIUM(0) BIS(DIBENZYLIDENEACETONE)
PALLADIUM (0) BIS(DIBENZYLIDENEACETONE) SALT
PD(DBA)2
Bis(dibenzylideneacetone)palladium(0) Pd(dba)2Pd2(dba)3dba
BIS(DIBENZYLIDENEACETONE)PALLADIUM(O)
Bis(dibenzylideneacetone)palladium(0) Pd(dba)2Pd2(dba)3ba
Bis(dibenzylideneacetone)palladium(O) Can be used to form catalysts in situ by separate addition of ligand. 135 dec.
[EINECS(EC#)]

608-691-6
[Molecular Formula]

C34H28O2Pd
[MDL Number]

MFCD00051942
[Molecular Weight]

575
[MOL File]

32005-36-0.mol
Chemical PropertiesBack Directory
[Appearance]

purple brown
[Melting point ]

150°C
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

Chloroform (Slightly)
[form ]

Fine Powder
[color ]

Red-brown to black
[Water Solubility ]

insoluble
[Sensitive ]

Air & Moisture Sensitive
[Detection Methods]

SPECTRA CHEMICAL ANALYSIS,IR
[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)
[Storage Precautions]

Store under nitrogen;Moisture sensitive;Air sensitive
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312+P362+P364-P304+P340+P312-P305+P351+P338+P337+P313-P501
[Hazard Codes ]

Xi
[Risk Statements ]

R36/38:Irritating to eyes and skin .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[TSCA ]

No
[HS Code ]

28439000
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methanol-->Toluene-->Acetone-->Acetonitrile-->Sodium acetate-->Benzaldehyde-->Palladium chloride-->1,3-Dichloropropane
[Preparation Products]

trans-Bis(triphenylphosphine)palladium dichloride-->Bis[Tris(2-methylphenyl)phosphine]palladium
Hazard InformationBack Directory
[Chemical Properties]

purple brown
[Uses]

suzuki reaction
[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) Cas:32005-36-0(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.
[reaction suitability]

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
[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 ). 
Questions And AnswerBack Directory
[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.
Reactions of 32005-36-0_1
Reactions of 32005-36-0_2
Reactions of 32005-36-0_3
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Bis(dibenzylideneacetone)palladium(32005-36-0)
[Alfa Aesar]

Bis(dibenzylideneacetone)palladium(0)(32005-36-0)
[Sigma Aldrich]

32005-36-0(sigmaaldrich)
[TCI AMERICA]

Bis(dibenzylideneacetone) Palladium(0)(32005-36-0)
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