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Merck

283606

Palladium(II) chloride solution

5 wt. % in 10 wt. % HCl, liquid

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
UNSPSC Code:
12161600
PubChem Substance ID:
24857119
NACRES:
NA.22
MDL number:
MFCD00003558

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Product Name

Palladium(II) chloride solution, 5 wt. % in 10 wt. % HCl

SMILES string

Cl[Pd]Cl

InChI

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

InChI key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

form

liquid

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

Quality Level

100

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.

signalword

Danger

Hazard Classifications

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

flash_point_f

Not applicable

flash_point_c

Not applicable

Storage Class

12 - Non Combustible Liquids

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ3569
MKCX1320
MKCT5872
MKCR2109
MKCM4401

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Mathis, M. et al.
Chemistry of Materials, 10, 3568-3568 (1998)
Yves Canac et al.
Inorganic chemistry, 50(21), 10810-10819 (2011-10-11)
The influence of the formal electrostatic interaction on the cis/trans coordination mode at a PdCl(2) center is investigated in a family of isostructural flexible diphosphine ligands Ph(2)P-X-C(6)H(4)-Y-PPh(2), where X and Y stand for neutral or cationic N,C-imidazolylene linkers. While the
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.
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
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