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520764

Sigma-Aldrich

[Pd(OAc)2]3

≥99.9% trace metals basis

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Synonym(s):
Palladium(II) acetate, Pd(OAc)2
Linear Formula:
Pd(OCOCH3)2
CAS Number:
Molecular Weight:
224.51
Beilstein/REAXYS Number:
6086766
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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1 of 4

This Item
205869683124924377
vibrant-m

520764

[Pd(OAc)2]3

vibrant-m

205869

[Pd(OAc)2]3

vibrant-m

683124

[Pd(OAc)2]3

vibrant-m

924377

Palladium(II) Acetate ChemBeads

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

reaction suitability

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

mp

216.3-223.7 °C (dec.)

mp

216.3-223.7 °C (dec.)

mp

216.3-223.7 °C (dec.)

mp

-

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)

related product

Product No.
Description
Pricing

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Customers Also Viewed

Slide 1 of 7

1 of 7

A Facile Synthesis of Novel Cyclic Esters of γ-Keto Acid Derivatives by Heck Coupling Reaction.
ShashiKumar ND, et al.
Journal of Heterocyclic Chemistry, 51(S1), E354-E357 (2014)
Wolfe, J. P.; Buchwald, S. L.
The Journal of Organic Chemistry, 62, 1264-1264 (1997)
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)
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)

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