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720070

Sigma-Aldrich

Palladium(II)-Acetat, umkristallisiert

97%

Synonym(e):

Pd(OAc)2

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About This Item

Lineare Formel:
Pd(OCOCH3)2
CAS-Nummer:
Molekulargewicht:
224.51
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12161600
PubChem Substanz-ID:
NACRES:
NA.22

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Qualitätsniveau

Assay

97%

Form

powder

Eignung der Reaktion

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 (Schmelzpunkt)

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

InChIKey

YJVFFLUZDVXJQI-UHFFFAOYSA-L

Allgemeine Beschreibung

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.

Anwendung

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.

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Zulassungslistungen

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EU REACH Annex XVII (Restriction List)

CAS No.

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Die Dokumentenbibliothek aufrufen

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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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 Antwort
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1 Antwort
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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