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Merck
CN

CN520764

Palladium(II) acetate

≥99%

Synonym(s):

Palladium(II) acetate, Pd(OAc)2, [Pd(OAc)2]3

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About This Item

Linear Formula:
Pd(OCOCH3)2
CAS Number:
Molecular Weight:
224.51
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
MDL number:
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InChI

1S/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2

SMILES string

CC(O[Pd]OC(C)=O)=O

InChI key

YJVFFLUZDVXJQI-UHFFFAOYSA-L

assay

≥99%

reaction suitability

reagent type: catalyst
core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: catalyst
core: palladium
reaction type: C-H Activation, reagent type: catalyst
core: palladium
reaction type: Cross Couplings, reagent type: catalyst
core: palladium
reaction type: Heck Reaction, reagent type: catalyst
core: palladium
reaction type: Hiyama Coupling, reagent type: catalyst
core: palladium
reaction type: Negishi Coupling, reagent type: catalyst
core: palladium
reaction type: Sonogashira Coupling, reagent type: catalyst
core: palladium
reaction type: Stille Coupling, reagent type: catalyst
core: palladium
reaction type: Suzuki-Miyaura Coupling

Quality Level

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General description

Palladium(II) acetate is a homogenous oxidation catalyst. It participates in the activation of alkenic and aromatic compounds towards oxidative inter- and intramolecular nucleophilic reactions.[] Crystals of palladium(II) acetate have a trimeric structure, having symmetry D3h. Each of the palladium atoms in the crystals are joined to the other two by double acetate bridges.[] Microencapsulation of palladium(II) acetate in polyurea affords polyurea-encapsulated palladium(II) acetate. It is a versatile heterogeneous catalyst for various phosphine-free cross-coupling reactions.[] It participates as catalyst in the Heck coupling reaction of pthalides with different alkenes.[]

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions Palladium(II) acetate was employed as a catalyst for the following reactions: 1. Formation of allylic acetates.[] (eq. 1) 2. Hydroselenation of triple bonds.[6] (eq. 2) 3. Heck arylation of alkenes.[7] (eq. 3) 4. Cyclocarbonylation.[8] (eq. 4) 5. Buchwald-Hartwig amination reaction.[9] (eq. 5) For small scale and high throughput uses, product is also available as ChemBeads (924377)(link the product#)

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Sens. 1A

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable


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