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Merck

720070

Palladium(II) acetate, recrystallized

97%, powder

Synonym(s):

Pd(OAc)2

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About This Item

Linear Formula:
Pd(OCOCH3)2
CAS Number:
3375-31-3
Molecular Weight:
224.51
NACRES:
NA.22
PubChem Substance ID:
329763696
UNSPSC Code:
12161600
EC Number:
222-164-4
MDL number:
MFCD00012453

Key Documents

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Product Name

Palladium(II) acetate, recrystallized, 97%

InChI key

YJVFFLUZDVXJQI-UHFFFAOYSA-L

InChI

1S/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2

SMILES string

CC(=O)O[Pd]OC(C)=O

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

Quality Level

100

Related Categories

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000443723
0000443723
0000433834
0000433834
0000419571

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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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