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924377

Palladium(II) Acetate ChemBeads

solid

Synonym(s):

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

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About This Item

Linear Formula:
Pd(OCOCH3)2
CAS Number:
3375-31-3
UNSPSC Code:
12352302
NACRES:
NA.82
MDL number:
MFCD00012453
Form:
solid
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Product Name

Palladium(II) Acetate ChemBeads,

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

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

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

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Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Articles

ChemBeads: Solid Catalyst Coating on Glass Beads

ChemBeads, catalyst-coated glass beads, dispense solid chemical reagents for nanomole-scale high-throughput reaction screening.

Palladium-catalyzed β-arylation of modified vinyl ethers with aryl triflates..
Badone D, et al.
Tetrahedron Letters, 34, 3603-3606 (1993)
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)
Novel formation of 1,3-oxazepine heterocycles via palladium-catalyzed intramolecular coupling reaction.
Ma Chen, et al.
Tetrahedron, 62, 9002-9009 (2006)
View All Related Papers

Global Trade Item Number

SKUGTIN
924377-1G04065267319490
924377-250MG04065267319506