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283606

Sigma-Aldrich

Palladium(II) chloride solution

5 wt. % in 10 wt. % HCl

Synonym(s):

Dichloropalladium, Palladium dichloride, Palladous chloride

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About This Item

Linear Formula:
PdCl2
CAS Number:
7647-10-1
Molecular Weight:
177.33
MDL number:
MFCD00003558
UNSPSC Code:
12161600
PubChem Substance ID:
24857119
NACRES:
NA.22

form

liquid

Quality Level

100

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

concentration

5 wt. % in 10 wt. % HCl

density

1.06 g/mL at 25 °C

SMILES string

Cl[Pd]Cl

InChI

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

InChI key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

Related Categories

General description

Palladium(II) chloride is a representative salt of Pd(II) that is used as a precursor to prepare palladium catalysts for various reactions, such as Heck coupling, Suzuki coupling, Sonagashira coupling, and Buchwald-Hartwig coupling. It is also used as an oxidizing agent.

Application

Used in the synthesis of semiconducting metal-containing polymers in which the polypyrrole backbone has a conformational energy minimum and is nearly planar.

Signal Word

Danger

Hazard Statements

H290,H317,H318,H410

Hazard Classifications

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

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

283606-BULK:
283606-10ML:
283606-VAR:
283606-50ML:4548173935669

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT5872
MKCR2109
MKCM4401
MKCL4190
MKCK6308

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Mathis, M. et al.
Chemistry of Materials, 10, 3568-3568 (1998)
Buyi Li et al.
Advanced materials (Deerfield Beach, Fla.), 24(25), 3390-3395 (2012-06-08)
Highly dispersed palladium chloride catalysts locked in triphenylphosphine-functionalized knitting aryl network polymers (KAPs) are developed and exhibit excellent activity under mild conditions in the Suzuki-Miyaura cross-coupling reactions of aryl chlorides in aqueous media. This work highlights that the microporous polymers
Maozhong Miao et al.
Organic letters, 14(11), 2718-2721 (2012-05-16)
A novel PdCl(2)-catalyzed oxidative cycloisomerization of 3-cyclopropylideneprop-2-en-1-ones, providing a facile synthesis of highly strained functionalized 2-alkylidenecyclobutanones via furan-fused cyclobutene intermediates, is reported. An interesting route to 2(3H)-furanones with a spiro-cyclopropane unit from the obtained 2-alkylidenecyclobutanones via a ring-contraction rearrangement reaction
Juraj Velcicky et al.
Journal of the American Chemical Society, 133(18), 6948-6951 (2011-04-21)
A one-pot protocol for the cyanomethylation of aryl halides through a palladium-catalyzed reaction with isoxazole-4-boronic acid pinacol ester was developed. Mechanistically, the reaction proceeds through (1) Suzuki coupling, (2) base-induced fragmentation, and (3) deformylation as shown by characterization of all
Ziwei Hu et al.
Chemical communications (Cambridge, England), 48(59), 7371-7373 (2012-06-21)
A base-controlled synthesis of 2-substituted secondary and tertiary 1H-indole-3-carboxamides through PdCl(2)-catalyzed cyclization of o-alkynyltrifluoroacetanilides followed by isocyanide insertion has been developed. The reaction proceeds smoothly at ambient temperature using O(2) in air as the sole oxidant of the palladium catalyst.
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