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Merck
CN

205885

Palladium(II) chloride

99%, powder, ReagentPlus®

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, ReagentPlus®, 99%

InChI key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

InChI

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

SMILES string

Cl[Pd]Cl

product line

ReagentPlus®

assay

99%

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.)

Quality Level

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Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Application

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.
Palladium(II) chloride (PdCl2) can be used as a catalyst in the following processes:
  • PdCl2-CuCl2 catalytic system is used in the selective acetylation of 1o and 2o alkyl or aryl alcohols with vinyl acetate to prepare corresponding acetylated derivatives.
  • PdCl2–EDTA is used in the Suzuki cross-coupling reaction between aryl and heteroaryl halides with aryl(heteroaryl)boronic acids in water.
  • PdCl2-Cu(OAc)2 is used to synthesize polysubstituted pyrroles from phenethylamines via multiple deprotonations and deamination reactions.
  • PdCl2-PEG(300) is used in the Suzuki-Miyaura coupling reaction.
  • PdCl2-NaBH4 is used in the hydrogenation of carbon-carbon triple bonds to synthesize corresponding cis-alkenes in a polyethylene glycol-CH2Cl2 reaction medium.
  • PdCl2-(n-Bu)3N-NH4OOCH catalytic system is used in the synthesis of benzofurans via intramolecular Heck reaction.
For small-scale and high throughput uses, the product is also available as ChemBeads (919853)

General description

Palladium(II) chloride is a widely used starting material for preparing other palladium catalysts, reagents, and nanoparticles.

signalword

Danger

Hazard Classifications

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

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Effective hydrogenation of carbon-carbon triple bonds by NaBH4/PdCl2 in polyethylene glycol/CH2Cl2: usefulness of peg in synthetic reactions
Suzuki N, et al.
Tetrahedron, 41(12), 2387-2392 (1985)
J W J Bosco et al.
Chemical communications (Cambridge, England), (9), 1116-1117 (2004-04-30)
PdCl(2) can catalyze the acetylation of primary and secondary alcohols with vinyl acetate. The reaction is selective and mild with high yields. Tertiary alcohols, phenols and amines are unaffected under these reaction conditions.
Synthesis of benzofurans in ionic liquid by a PdCl2-catalyzed intramolecular Heck reaction
Xie X, et al.
Tetrahedron Letters, 45, 6235-6237 (2004)
Gum acacia as a facile reducing, stabilizing, and templating agent for palladium nanoparticles
Devi DK, et al.
Journal of Applied Polymer Science, 121, 1765-1773 (2011)
Palladium (II) Chloride
Tsuji J and Sridharan V
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)

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