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Merck

924377

Palladium(II) Acetate ChemBeads

solid

Sinónimos:

Acetic acid palladium salt, Bis(acetato)palladium, Diacetatopalladium, Diacetoxypalladium

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Fórmula lineal:
Pd(OCOCH3)2
Número CAS:
3375-31-3
UNSPSC Code:
12352302
NACRES:
NA.82
MDL number:
MFCD00012453
Form:
solid

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Nombre del producto

Palladium(II) Acetate ChemBeads,

SMILES string

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

InChI

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

InChI key

YJVFFLUZDVXJQI-UHFFFAOYSA-L

Quality Level

100

product line

ChemBeads

form

solid

composition

~ 4 wt.% loading of catalyst

reaction suitability

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

Categorías relacionadas

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

Catalyst for an intramolecular coupling of aryl bromides with alcohols giving 1,3-oxazepines. Preparation of cyclic ureas via palladium-catalyzed intramolecular cyclization.

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

Learn more about ChemBeads products

For larger scale uses, product also available in powdered form (205869) & (520764)

Other Notes

High-Throughput Reaction Screening with Nanomoles of Solid Reagents Coated on Glass Beads

Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation

ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand

signalword

Danger

Hazard Classifications

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

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
MKCQ4582

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Novel formation of 1,3-oxazepine heterocycles via palladium-catalyzed intramolecular coupling reaction.
Ma Chen, et al.
Tetrahedron, 62, 9002-9009 (2006)
Palladium-Catalyzed Amination of Aryl Triflates.
Wolfe J P, et al.
The Journal of Organic Chemistry, 62, 1264-1267 (1997)
The First Stereoselective Palladium-Catalyzed Cyclocarbonylation of β,γ-Substituted Allylic Alcohols.
Brunner M, et al.
The Journal of Organic Chemistry, 62, 7565-7568 (1997)
Palladium-catalyzed β-arylation of modified vinyl ethers with aryl triflates..
Badone D, et al.
Tetrahedron Letters, 34, 3603-3606 (1993)
Mark McLaughlin et al.
Organic letters, 8(15), 3311-3314 (2006-07-14)
[Structure: see text] An efficient regioselective method for the preparation of structurally diverse imidazopyridinones and benzoimidazolones starting from readily available and economical starting materials is described. High-yielding reductive alkylation of electron-deficient o-haloarylamines followed by treatment with inexpensive N-chlorosulfonyl isocyanate afforded
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