520659

Palladium(II) chloride

≥99.9%

• 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: 12352300
• PubChem Substance ID: 24874155

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

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)

Safety Information

• pictograms: GHS05,GHS07,GHS09
• signalword: Danger
• hcodes: H290 - H302 - H317 - H318 - H410
• pcodes: 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: 8B - Non-combustible, corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges