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520764

Palladium(II) acetate

≥99.9% trace metals basis

Synonym(s):

Pd(OAc)2, [Pd(OAc)2]3

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About This Item

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

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. Crystals of palladium(II) acetate have a trimeric structure, having symmetry D3h. Each of the palladium atoms in the crystals are joined to the other two by double acetate bridges. 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. It participates as catalyst in the Heck coupling reaction of pthalides with different alkenes.

Application

Palladium(II) acetate was employed as a catalyst for the following reactions:
  • Formation of allylic acetates. (eq. 1)
  • Hydroselenation of triple bonds. (eq. 2)
  • Heck arylation of alkenes. (eq. 3)
  • Cyclocarbonylation. (eq. 4)
  • Buchwald-Hartwig amination reaction. (eq. 5)
Pd(OAc)<sub>2</sub> catalyst
For small scale and high throughput uses, product is also available as ChemBeads (924377)
Application Guide for Palladium Catalyzed Cross-Coupling Reactions

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Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Sens. 1A

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ5571
MKCP4129
MKCP0864
MKCN8016
MKCN4182

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Palladium (II) Acetate
Grennberg H, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2015)
The crystal structure of Trimeric palladium (II) acetate.
Skapski AC and Smart ML.
Journal of the Chemical Society. Chemical Communications, 11, 658b-6659 (1970)
Palladium(II)-catalyzed C-H bond arylation of electron-deficient arenes at room temperature.
Matthew J Tredwell et al.
Angewandte Chemie (International ed. in English), 50(5), 1076-1079 (2011-01-27)
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Global Trade Item Number

SKUGTIN
520764-100G04061833301494
520764-1G04061832547053
520764-25G04061832547060
520764-5G04061832547077