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Documenti fondamentali

520764

Sigma-Aldrich

[Pd(OAc)2]3

≥99.9% trace metals basis

Sinonimo/i:

Pd(OAc)2

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About This Item

Formula condensata:
Pd(OCOCH3)2
Numero CAS:
Peso molecolare:
224.51
Beilstein:
6086766
Numero CE:
Numero MDL:
Codice UNSPSC:
12161600
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

≥99.9% trace metals basis

Impiego in reazioni chimiche

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

Punto di fusione

216.3-223.7 °C (dec.)

Stringa SMILE

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
YJVFFLUZDVXJQI-UHFFFAOYSA-L

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Descrizione generale

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.

Applicazioni

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)

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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I clienti hanno visto anche

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)
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)

Articoli

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

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