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Sigma-Aldrich

Palladium(II) chloride

≥99.9%

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Synonym(s):
Dichloropalladium, Palladium dichloride, Palladous chloride
Empirical Formula (Hill Notation):
Cl2Pd
CAS Number:
Molecular Weight:
177.33
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

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

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This Item
20588576050323373
Palladium(II) chloride anhydrous, 60% Pd basis

Sigma-Aldrich

76050

Palladium(II) chloride

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

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

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

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.)

mp

678-680 °C (lit.)

mp

678-680 °C (lit.)

mp

678-680 °C (lit.)

density

4 g/mL at 25 °C (lit.)

density

4 g/mL at 25 °C (lit.)

density

4 g/mL at 25 °C (lit.)

density

4 g/mL at 25 °C (lit.)

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

-

composition

Pd, 59-60%

composition

-

composition

-

composition

-

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

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)

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

8B - Non-combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Journal of the American Chemical Society, 126, 12046-12046 (2006)
Palladium (II) Chloride
Tsuji J and Sridharan V
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Oxadiazoline and Ketoimine Palladium (II) Complexes as Highly Efficient Catalysts for Suzuki--Miyaura Cross-Coupling Reactions in Supercritical Carbon Dioxide
Fernandes RR, et al.
Advanced Synthesis & Catalysis, 353(7), 1153-1160 (2011)

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