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205885

Sigma-Aldrich

Palladium(II) chloride

ReagentPlus®, 99%

Synonym(s):

Dichloropalladium, Palladium dichloride, Palladous chloride

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25 G
€1,800.00
100 G
€7,030.00

About This Item

Empirical Formula (Hill Notation):
Cl2Pd
CAS Number:
Molecular Weight:
177.33
EC Number:
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

product line

ReagentPlus®

Assay

99%

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

678-680 °C (lit.)

density

4 g/mL at 25 °C (lit.)

SMILES string

Cl[Pd]Cl

InChI

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

InChI key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

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General description

Palladium(II) chloride is a widely used starting material for preparing other palladium catalysts, reagents, and nanoparticles.[1][2][3]

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Used in the synthesis of semiconducting metal-containing polymers in which the polypyrrole backbone has a conformational energy minimum and is nearly planar.
Palladium(II) chloride (PdCl2) can be used as a catalyst in the following processes:
  • PdCl2-CuCl2 catalytic system is used in the selective acetylation of 1o and 2o alkyl or aryl alcohols with vinyl acetate to prepare corresponding acetylated derivatives.[4]
  • PdCl2–EDTA is used in the Suzuki cross-coupling reaction between aryl and heteroaryl halides with aryl(heteroaryl)boronic acids in water.[5]
  • PdCl2-Cu(OAc)2 is used to synthesize polysubstituted pyrroles from phenethylamines via multiple deprotonations and deamination reactions.[6]
  • PdCl2-PEG(300) is used in the Suzuki-Miyaura coupling reaction.[7]
  • PdCl2-NaBH4 is used in the hydrogenation of carbon-carbon triple bonds to synthesize corresponding cis-alkenes in a polyethylene glycol-CH2Cl2 reaction medium.[8]
  • PdCl2-(n-Bu)3N-NH4OOCH catalytic system is used in the synthesis of benzofurans via intramolecular Heck reaction.[9]
For small-scale and high throughput uses, the product is also available as ChemBeads (919853)

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Pd-EDTA as an efficient catalyst for Suzuki-Miyaura reactions in water
Korolev DN and Bumagin NA
Tetrahedron Letters, 46(34), 5751-5754 (2005)
Pd nanocatalyst adorned on magnetic chitosan@ N-heterocyclic carbene: Eco-compatible Suzuki cross-coupling reaction
Sedghi R, et al.
Molecules (Basel), 21, 3048-3048 (2019)
PEG (300)-PdCl2 promoted efficient and convenient Suzuki-Miyaura coupling of aryl chlorides with arylboronic acids
Yin Liang, et al.
Tetrahedron, 62(40), 9359-9364 (2006)
Palladium (II) Chloride
Tsuji J and Sridharan V
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Gum acacia as a facile reducing, stabilizing, and templating agent for palladium nanoparticles
Devi DK, et al.
Journal of Applied Polymer Science, 121, 1765-1773 (2011)

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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