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Merck
CN

520659

Palladium(II) chloride

≥99.9%

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, ≥99.9%

InChI key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

InChI

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

SMILES string

Cl[Pd]Cl

assay

≥99.9%

composition

Pd, 59-60%

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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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) was used in the following studies:
  • As catalyst for the carbonylation of organic tellurides by reaction with carbon monoxide.
  • As a catalyst along with Cu(II) for the deamination of phenethylamines to phenyl substituted pyrroles.
  • Together with PEG 300, promoted efficient Suzuki-coupling of aryl chlorides with aryl boronic acids.
For small scale and high throughput uses, product is also available as ChemBeads (919853)

General description

Palladium(II) chloride (PdCl2) reacts with unsubstituted or alkyl-substituted cyclic ketones in the CO atmosphere to afford acyclic diesters and acyclic chloro-substituted monoesters. PdCl2 reacts with N,N-dimethylallylamine in methanol to afford di-μ-chloro-bis(2-methoxy-3-N,N-dimethylaminopropyl)dipalladium(II). Palladium dichloride, acetate and acetylacetonate in the [bmim][BF4] or [bmim][PF6] (where[bmim]+ = 1-butyl-3-methylimidazolium cation) ionic liquids have been employed for the hydrodimerization of butadiene to form octa-2,7-dien-1-ol.

Palladium(II) chloride is used as an oxidizing agent and catalyst for the Suzuki-Miyaura and Mizoroki-Heck reactions.

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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Palladium (II) Chloride
Tsuji J and Sridharan V
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Journal of the American Chemical Society, 126, 12046-12046 (2006)
Yuka, Kawashita; et al.
Tetrahedron Letters, 47, 4231-4233 (2006)
Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis.
Thomas Welton
Chemical reviews, 99(8), 2071-2084 (2002-02-19)
A Palladium NNC-Pincer Complex as an Efficient Catalyst Precursor for the Mizoroki- Heck Reaction
Advanced Synthesis & Catalysis, 360(9), 1833-1840 (2018)

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