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520659

Sigma-Aldrich

Cloruro de paladio (II)

≥99.9%

Sinónimos:

Dichloropalladium, Palladium dichloride, Palladous chloride

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About This Item

Fórmula empírica (notación de Hill):
Cl2Pd
Número de CAS:
7647-10-1
Peso molecular:
177.33
Número CE:
231-596-2
Número MDL:
MFCD00003558
Código UNSPSC:
12161600
ID de la sustancia en PubChem:
24874155
NACRES:
NA.22
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Nivel de calidad

100

Ensayo

≥99.9%

composición

Pd, 59-60%

idoneidad de la reacción

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

678-680 °C (lit.)

densidad

4 g/mL at 25 °C (lit.)

cadena SMILES

Cl[Pd]Cl

InChI

1S/2ClH.Pd/h2*1H;/q;;+2/p-2

Clave InChI

PIBWKRNGBLPSSY-UHFFFAOYSA-L

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Descripción general

Palladium(II) chloride (PdCl2) reacts with unsubstituted or alkyl-substituted cyclic ketones in the CO atmosphere to afford acyclic diesters and acyclic chloro-substituted monoesters.[1] PdCl2 reacts with N,N-dimethylallylamine in methanol to afford di-μ-chloro-bis(2-methoxy-3-N,N-dimethylaminopropyl)dipalladium(II).[2] Palladium dichloride, acetate and acetylacetonate in the [bmim][BF4] or [bmim][PF6] (where[bmim]+ = 1-butyl-3-methylimidazolium cation) ionic liquids have been employed for the hydrodimerization of butadiene to form octa-2,7-dien-1-ol.[3]

Palladium(II) chloride is used as an oxidizing agent[4] and catalyst for the Suzuki-Miyaura[5] and Mizoroki-Heck reactions.[6]

Aplicación

Guía de aplicaciones para las reacciones de acoplamiento transversal catalizadas por paladio

Utilizado en la síntesis de polímeros que contengan metales semiconductores en los cuales el esqueleto polipirrólico tiene una mínima energía conformacional y es casi plana.
Palladium(II) chloride (PdCl2) was used in the following studies:
  • As catalyst for the carbonylation of organic tellurides by reaction with carbon monoxide.[7]
  • As a catalyst along with Cu(II) for the deamination of phenethylamines to phenyl substituted pyrroles.[8]
  • Together with PEG 300, promoted efficient Suzuki-coupling of aryl chlorides with aryl boronic acids.[9]
For small scale and high throughput uses, product is also available as ChemBeads (919853)

Palabra de señalización

Danger

Frases de peligro

H290,H302,H317,H318,H410

Clasificaciones de peligro

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Skin Sens. 1

Código de clase de almacenamiento

8B - Non-combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
MKCV8778
MKCW2212
MKCV2500
MKCT1137
MKCT3978

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Visite la Librería de documentos

Palladium (II) Chloride
Tsuji J and Sridharan V
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis.
Thomas Welton
Chemical reviews, 99(8), 2071-2084 (2002-02-19)
Yuka, Kawashita; et al.
Tetrahedron Letters, 47, 4231-4233 (2006)
Journal of the American Chemical Society, 126, 12046-12046 (2006)
Oxadiazoline and Ketoimine Palladium (II) Complexes as Highly Efficient Catalysts for Suzuki--Miyaura Cross-Coupling Reactions in Supercritical Carbon Dioxide
Fernandes RR, et al.
Advanced Synthesis & Catalysis, 353(7), 1153-1160 (2011)
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Questions

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

    1 answer

    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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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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