Skip to Content
Merck
All Photos(3)

Documents

919853

Sigma-Aldrich

Palladium(II) chloride ChemBeads

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
Cl2Pd
CAS Number:
Molecular Weight:
177.33
MDL number:
UNSPSC Code:
12352302
NACRES:
NA.22

form

solid

Quality Level

composition

~ 4 wt.% loading of catalyst

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

SMILES string

Cl[Pd]Cl

InChI

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

InChI key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

General description

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. PdCl2 reacts with N,N-dimethylallylamine in methanol to afford di-μ-chloro-bis(2-methoxy-3-N,N-dimethylaminopropyl)dipalladium(II). 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.

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) was used in the following studies:
  • As catalyst for the carbonylation of organic tellurides by reaction with carbon monoxide.
  • As a catalyst along with Cu(II) for the deamination of phenethylamines to phenyl substituted pyrroles.
  • Together with PEG 300, promoted efficient Suzuki-coupling of aryl chlorides with aryl boronic acids.

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

Learn more about ChemBeads products

For larger scale uses, product also available in powdered form (205885) & (520659)

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Xiaobing Wan et al.
Journal of the American Chemical Society, 128(37), 12046-12047 (2006-09-14)
A unique method was discovered to construct polysubstituted pyrroles via an unprecedented multiple deprotonations/deaminations process from commercially available phenethylamines. During this transformation, twelve bonds were broken and five new bonds were constructed.
Yoshikazu Mori et al.
The Journal of organic chemistry, 68(4), 1571-1574 (2003-02-15)
Treatment of thiol esters 1 with zinc reagent 2 in the presence of a small amount (<ca. 1 mol %) of nonpyrophoric Pd(OH)(2)/C (Pearlman's catalyst) provided functionalized asymmetrical ketones 3 in high yields. The use of Pd(OH)(2)/C was further applied
[(RCN)2PdCl2]-catalyzed E/Z isomerization of alkenes: a non-hydride binuclear addition-elimination pathway.
Emily H P Tan et al.
Angewandte Chemie (International ed. in English), 50(41), 9602-9606 (2011-09-23)
Feng-Quan Yuan et al.
Chemical communications (Cambridge, England), 47(18), 5289-5291 (2011-04-01)
We present a PdCl(2)-catalyzed protocol for highly efficient allylation and benzylation of a rich variety of N-, O-, and S-containing heteroarenes under base/acid, additive, and ligand-free conditions. The method represents the very few examples for simple, universally applicable, clean, and
Chun Liu et al.
Organic & biomolecular chemistry, 9(4), 1054-1060 (2010-12-15)
A simple and efficient protocol has been developed for the PdCl(2)-catalyzed ligand-free and aerobic Suzuki reaction of aryl bromides or nitrogen-based heteroaryl bromides with arylboronic acids in good to excellent yields in aqueous ethanol. A systematic investigation on the effect

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service