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720070

Sigma-Aldrich

Palladium(II) acetate, recrystallized

97%

Sinónimos:

Pd(OAc)2

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About This Item

Fórmula lineal:
Pd(OCOCH3)2
Número de CAS:
3375-31-3
Peso molecular:
224.51
EC Number:
222-164-4
MDL number:
MFCD00012453
UNSPSC Code:
12161600
PubChem Substance ID:
329763696
NACRES:
NA.22

Quality Level

100

assay

97%

form

powder

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

227-231 °C

SMILES string

CC(=O)O[Pd]OC(C)=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, recrystallized, is commonly used as a catalyst in cross-coupling reactions. Prominent applications include the Buchwald-Hartwigamination reaction, Heck reaction, Suzuki coupling, Stille coupling, Sonogashira coupling, and Negishi coupling reactions.

Application

Palladium(II) acetate, recrystallized can be used as a catalyst:
  • In Stille cross-coupling reaction between benzylic halides and aryl tributyltin to synthesize diarylmethane derivatives in the presence of phosphine ligand.
  • For the α-arylation of ketones with aryl halides to synthesize arylmethyl ketones in the presence of n-butylbis(1-adamantyl)-phosphine ligand.
  • In Suzuki-Miyaura cross-coupling reaction between aryl bromides and aryl boronic acids to synthesize biaryl derivatives in the presence of phosphane ligand.
  • In Buchwald-Hartwig amination reaction between aryl chlorides and anilines to synthesize arylated anilines in the presence of N-heterocyclic carbene ligand.

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Repr. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Jinyue Ding et al.
Nature communications, 5, 5474-5474 (2014-11-19)
Non-aromatic nitrogen- and oxygen-containing heterocycles such as piperidines and pyrans are prevalent components of natural products and pharmaceutical drugs. Although it has been a workhorse as a synthetic method for assembling unsaturated sp(2)-hybridized substrates, transition metal-catalysed cross-coupling chemistry is traditionally

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