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Merck
CN

323373

Palladium(II) chloride

99.995%, powder

Synonym(s):

Dichloropalladium, Palladium dichloride, Palladous chloride

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About This Item

Empirical Formula (Hill Notation):
Cl2Pd
CAS Number:
Molecular Weight:
177.33
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
EC Number:
231-596-2
MDL number:
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Product Name

Palladium(II) chloride, 99.995%

Quality Level

assay

99.995%

form

powder

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, 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

mp

678-680 °C (lit.)

density

4 g/mL at 25 °C (lit.)

SMILES string

Cl[Pd]Cl

InChI

1S/2ClH.Pd/h2*1H;/q;;+2/p-2

InChI key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

General description

Palladium(II) chloride is used as a precursor to prepare palladium catalysts for various reactions like Heck coupling, cascade reaction, Buchward-Hartwig coupling. It is also used as an oxidizing agent.

Application

Palladium(II) chloride can be used as a catalyst in:
  • Carbonylation of ketones to yield diesters.
  • Homo-coupling of aryl bromides using ascorbic acid and EDTA..
  • Acetylation of alcohols with vinyl acetate.
  • Arylation of 2-furaldehyde to yield 5-aryl-2-formylfuran derivatives.

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Used in the synthesis of semiconducting metal-containing polymers in which the polypyrrole backbone has a conformational energy minimum and is nearly planar.
Pd precursor used as an oxidizing agent and as a source of Pd(0) complexes, e.g. Heck coupling, Cascade reaction, Buchward-Hartwig coupling.


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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Skin Sens. 1

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

flash_point_f

Not applicable

flash_point_c

Not applicable

Storage Class

13 - Non Combustible Solids



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Palladium (II) chloride/EDTA-catalyzed biaryl homo-coupling of aryl halides in aqueous medium in the presence of ascorbic acid
Ram RN and Singh V
Tetrahedron Letters, 47(43), 7625-7628 (2006)
Mihai S Viciu et al.
Organic letters, 5(9), 1479-1482 (2003-04-26)
Palladacycle dimers possessing bridging halides can be easily cleaved by using N-heterocyclic carbenes (NHCs) to generate novel monomeric complexes. The structure of one of these was determined by single-crystal diffraction study and consists of a square-planar coordination around the palladium
Regioselective palladium-catalyzed arylation of 2-furaldehyde
McClure MS, et al.
Organic Letters, 3(11), 1677-1680 (2001)



Global Trade Item Number

SKUGTIN
323373-1G04061826708538
323373-5G04061826708545