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75991

Sigma-Aldrich

Palladium on activated charcoal

greener alternative

moistened with water, 5% Pd basis (based on dry substance)

Synonym(s):

Pd/C

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About This Item

Linear Formula:
Pd
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

form

paste

quality

moistened with water

contains

~50% water as stabilizer

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

greener alternative product characteristics

Designing Safer Chemicals
Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

concentration

5% Pd (based on dry substance)

greener alternative category

SMILES string

[Pd]

InChI

1S/Pd

InChI key

KDLHZDBZIXYQEI-UHFFFAOYSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Palladium on activated charcoal can be used as a heterogeneous catalyst:
  • To synthesize methyl esters via oxidative esterification of primary alcohols.
  • In the hydrogenation of phenol to cyclohexanone.
  • For carbonylation of iodoanilines with amines and trimethyl orthoformate to prepare quinazolinones.
  • In the hydrodehalogenation of aromatic halides to form arenes in aqueous media.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Pd/C-catalyzed hydrodehalogenation of aromatic halides in aqueous solutions at room temperature under normal pressure.
Xia C
Catalysis Communications, 5(8), 383-386 (2004)
Pd/C as an efficient heterogeneous catalyst for carbonylative four-component synthesis of 4 (3 H)-quinazolinones
Natte K, et al.
Catalysis Science & Technology, 5, 4474-4480 (2015)
Oxidative Esterification of Primary Alcohols with a Pd/Bi/Te Catalyst
Uozumi Y and Osako T
Synfacts, 10, 0108-0108 (2014)
Highly selective palladium supported catalyst for hydrogenation of phenol in aqueous phase
Perez Y, et al.
Catalysis Communications, 12, 1071-1074 (2011)
Development of GSKDevelopment of GSK's reagent guides ? embedding sustainability into reagent selections reagent guides ? embedding sustainability into reagent selection.
Adams JP, et al.
Green Chemistry, 15, 1542-1549 (2013)

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