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919853

Sigma-Aldrich

Palladium(II) chloride ChemBeads

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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.

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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


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Prastika Krisma Jiwanti et al.
Physical chemistry chemical physics : PCCP, 21(28), 15297-15301 (2019-04-17)
In recent years, boron-doped diamond (BDD) has been utilized as an electrode for the electrochemical reduction of CO2, and several reports have been published on this. The wide potential window of BDD enables the hydrogen evolution reaction, which competes with
Srinu Nagireddi et al.
Environmental science and pollution research international, 27(20), 24614-24626 (2019-07-25)
Considering combinatorial optimality of functional group analysis, speciation, solution chemistry complexity, Pd(II) adsorption-desorption characteristics, this article addresses the competence and efficacy of anion exchange resins namely Amberlite IRA958, Dowex Marathon MSA, Lewatit TP214, and Amberlyst A21 commercial resins. Based on
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
[(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)

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