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520659

Palladium(II) chloride

Name: Palladium(II) chloride
Brand: ALDRICH

≥99.9%

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:

24874155

UNSPSC Code:

12161600

EC Number:

231-596-2

MDL number:

MFCD00003558

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Properties

Quality Level

100

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.)

SMILES string

Cl[Pd]Cl

InChI

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

InChI key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

Description

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.

Application

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)

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.