520764

Palladium(II) acetate

≥99.9% trace metals basis

• Synonym(s): Pd(OAc)₂, [Pd(OAc)₂]₃
• Linear Formula: Pd(OCOCH₃)₂
• CAS Number: 3375-31-3
• Molecular Weight: 224.51
• Beilstein: 6086766
• EC Number: 222-164-4
• MDL number: MFCD00012453
• UNSPSC Code: 12161600
• PubChem Substance ID: 24874166
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: ≥99.9% trace metals basis
• reaction suitability: core: palladium; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Cross Couplings; 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 type: C-H Activation
• mp: 216.3-223.7 °C (dec.)
• SMILES string: CC(O[Pd]OC(C)=O)=O
• InChI: 1S/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2
• InChI key: YJVFFLUZDVXJQI-UHFFFAOYSA-L

Description

General description

Palladium(II) acetate is a homogenous oxidation catalyst. It participates in the activation of alkenic and aromatic compounds towards oxidative inter- and intramolecular nucleophilic reactions.[1] Crystals of palladium(II) acetate have a trimeric structure, having symmetry D_3h. Each of the palladium atoms in the crystals are joined to the other two by double acetate bridges.[2] Microencapsulation of palladium(II) acetate in polyurea affords polyurea-encapsulated palladium(II) acetate. It is a versatile heterogeneous catalyst for various phosphine-free cross-coupling reactions.[3] It participates as catalyst in the Heck coupling reaction of pthalides with different alkenes.[4]

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Palladium(II) acetate was employed as a catalyst for the following reactions:

• Formation of allylic acetates.[5] (eq. 1)
• Hydroselenation of triple bonds.[6] (eq. 2)
• Heck arylation of alkenes.[7] (eq. 3)
• Cyclocarbonylation.[8] (eq. 4)
• Buchwald-Hartwig amination reaction.[9] (eq. 5)

For small scale and high throughput uses, product is also available as ChemBeads (924377)

Safety Information

• Pictograms: GHS05,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H317,H318,H410
• Precautionary Statements: P261 - P272 - P273 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Sens. 1A
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves