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Sigma-Aldrich

Palladium on activated charcoal

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5% Pd basis

Synonym(s):

Pd/C

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About This Item

Linear Formula:
Pd
MDL number:
MFCD03457879
UNSPSC Code:
12141733
eCl@ss:
38191001
PubChem Substance ID:
57652602
NACRES:
NA.22

Quality Level

100

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

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Catalysis
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concentration

5% Pd

greener alternative category

, Aligned

SMILES string

[Pd]

InChI

1S/Pd

InChI key

KDLHZDBZIXYQEI-UHFFFAOYSA-N

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Application

Palladium on activated charcoal (Pd/C) is a catalyst used in hydrogenation of alkenes, alkynes, ketones, nitriles, imines, nitro groups, aromatic and heteroaromatic systems. Pd/C also catalyzes phosphination of aryl bromides and triflates with triphenylphines to yield aryl phosphines.
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Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H228

Hazard Classifications

Flam. Sol. 1

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Examination of the aromatic amination catalyzed by palladium on charcoal.
Komaromi, Anna and Novak, Zoltan
Advanced Synthesis & Catalysis, 352(9), 1523-1532 (2010)
Alvise Perosa et al.
Chemosphere, 173, 535-541 (2017-02-01)
We describe a chemical technology for the reductive catalytic multiphase hydrodechlorination (HDC) of chlorinated aromatics to greatly reduce their toxicity and aid the disposal of such species. The system requires no solvent and the catalyst displays a high recycling efficiency.
Synthesis of aryl phosphines by phosphination with triphenylphosphine catalyzed by palladium on charcoal.
Lai, Chi Wai et al.
Tetrahedron Letters, 42(29), 4883-4885 (2001)
Sonogashira coupling of aryl halides catalyzed by palladium on charcoal.
Novak, Zoltan et al.
The Journal of Organic Chemistry, 68(8), 3327-3329 (2003)
Development of the Applications of Palladium on Charcoal in Organic Synthesis.
Liu, Xiang and Astruc, Didier
Advanced Synthesis & Catalysis, 360(18), 3426-3459 (2018)
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