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Merck

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:
7647-10-1
Molecular Weight:
177.33
NACRES:
NA.22
PubChem Substance ID:
24852359
UNSPSC Code:
12161600
EC Number:
231-596-2
MDL number:
MFCD00003558

Key Documents

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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

200

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General description

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

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)

Legal Information

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

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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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Storage Class

13 - Non Combustible Solids

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB0847
MKCZ3571
MKCX7684
MKCX5388
MKCX4199

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Pd-EDTA as an efficient catalyst for Suzuki-Miyaura reactions in water
Korolev DN and Bumagin NA
Tetrahedron Letters, 46(34), 5751-5754 (2005)
PEG (300)-PdCl2 promoted efficient and convenient Suzuki-Miyaura coupling of aryl chlorides with arylboronic acids
Yin Liang, et al.
Tetrahedron, 62(40), 9359-9364 (2006)
Palladium (II) Chloride
Tsuji J and Sridharan V
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Pd nanocatalyst adorned on magnetic chitosan@ N-heterocyclic carbene: Eco-compatible Suzuki cross-coupling reaction
Sedghi R, et al.
Molecules (Basel), 21, 3048-3048 (2019)
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.
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