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323373

Sigma-Aldrich

Palladium(II) chloride

99.995%

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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:
NACRES:
NA.22

Quality Level

assay

99.995%

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.)

SMILES string

Cl[Pd]Cl

InChI

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

Inchi Key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

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1 of 4

This Item
2058857605014814
vibrant-m

323373

Palladium(II) chloride

vibrant-m

205885

Palladium(II) chloride

vibrant-m

76050

Palladium(II) chloride

vibrant-m

14814

Palladium(II) chloride

form

powder

form

powder

form

solid

form

powder

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

reaction suitability

core: palladium, reaction type: Heck Reaction, reaction type: Negishi Coupling, reaction type: Stille Coupling, reagent type: catalyst, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Sonogashira Coupling, reaction type: Hiyama Coupling, reaction type: Suzuki-Miyaura Coupling

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

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.)

mp

678-680 °C (lit.)

mp

678-680 °C (lit.)

mp

678-680 °C (lit.)

mp

678-680 °C (lit.)

General description

Palladium(II) chloride is used as a precursor to prepare palladium catalysts for various reactions like Heck coupling, cascade reaction, Buchward-Hartwig coupling. It is also used as an oxidizing agent.

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 can be used as a catalyst in:
  • Carbonylation of ketones to yield diesters.
  • Homo-coupling of aryl bromides using ascorbic acid and EDTA..
  • Acetylation of alcohols with vinyl acetate.
  • Arylation of 2-furaldehyde to yield 5-aryl-2-formylfuran derivatives.

Pd precursor used as an oxidizing agent and as a source of Pd(0) complexes, e.g. Heck coupling, Cascade reaction, Buchward-Hartwig coupling.

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_germany

WGK 3

ppe

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


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Customers Also Viewed

Slide 1 of 8

1 of 8

Mihai S Viciu et al.
Organic letters, 5(9), 1479-1482 (2003-04-26)
Palladacycle dimers possessing bridging halides can be easily cleaved by using N-heterocyclic carbenes (NHCs) to generate novel monomeric complexes. The structure of one of these was determined by single-crystal diffraction study and consists of a square-planar coordination around the palladium
Palladium (II) chloride/EDTA-catalyzed biaryl homo-coupling of aryl halides in aqueous medium in the presence of ascorbic acid
Ram RN and Singh V
Tetrahedron Letters, 47(43), 7625-7628 (2006)
Palladium(II) chloride
e-EROS Encyclopedia of Reagents for Organic Synthesis (2004)
Palladium (II) chloride catalyzed selective acetylation of alcohols with vinyl acetate
Bosco JWJ and Saikia AK
Chemical Communications (Cambridge, England), 47(9), 1116-1117 (2004)
A new generation of air stable, highly active Pd complexes for C--C and C--N coupling reactions with aryl chlorides.
Anita Schnyder et al.
Angewandte Chemie (International ed. in English), 41(19), 3668-3671 (2002-10-09)

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