205885

Palladium(II) chloride

ReagentPlus^®, 99%

• Synonym(s): Dichloropalladium, Palladium dichloride, Palladous chloride
• Empirical Formula (Hill Notation): Cl₂Pd
• CAS Number: 7647-10-1
• Molecular Weight: 177.33
• EC Number: 231-596-2
• MDL number: MFCD00003558
• UNSPSC Code: 12161600
• PubChem Substance ID: 24852359
• NACRES: NA.22

Properties

• 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.)
• 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 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 1^o and 2^o 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

Safety Information

• Pictograms: GHS05,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H290,H302,H317,H318,H410
• Precautionary Statements: P234 - P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• 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