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Merck

212911

Palladium hydroxide on carbon

extent of labeling: 20 wt. % loading (dry basis), matrix carbon, wet support, solid

Palladium hydroxide on carbon
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Synonyme(s) :

Pd(OH)2/C, Pearlman’s catalyst

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A propos de cet article

Formule empirique (notation de Hill) :
H2O2Pd
Numéro CAS:
Poids moléculaire :
140.43
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
EC Number:
235-219-2
MDL number:

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Nom du produit

Palladium hydroxide on carbon, extent of labeling: 20 wt. % loading (dry basis), matrix carbon, wet support

InChI key

NXJCBFBQEVOTOW-UHFFFAOYSA-L

InChI

1S/2H2O.Pd/h2*1H2;/q;;+2/p-2

SMILES string

O[Pd]O

form

powder

contains

≤50% water

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

extent of labeling

20 wt. % loading (dry basis)

matrix

carbon, wet support

Quality Level

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Cet article
330094520888205729
reaction suitability

core: palladium, reaction type: Heck Reaction, reaction type: Negishi Coupling, reaction type: Stille Coupling, reagent type: catalyst, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Sonogashira Coupling, reaction type: Hiyama Coupling, reaction type: Suzuki-Miyaura Coupling

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

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

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

form

powder

form

powder

form

powder

form

powder

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

contains

≤50% water

contains

~50% water

contains

-

contains

-

extent of labeling

20 wt. % loading (dry basis)

extent of labeling

20 wt. % loading (dry basis)

extent of labeling

10 wt. % loading

extent of labeling

5 wt. % loading

matrix

carbon, wet support

matrix

carbon, wet support

matrix

carbon, dry support

matrix

-

Application

Addition of Pd/C to Pd(OH)2/C improves the efficiency of N- or O-debenzylation.[1]
Effectively catalyzes the direct arylation reactions of aryl iodides and bromides in both intra- and intermolecular processes.[2]
Particularly active for hydrogenolysis of benzyl-nitrogen bonds, and has proven successful even where other palladium-on-carbon catalysts have failed.

Product can be used with our benchtop hydrogen generator, H-Genie Lite (Z744083)

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Certificats d'analyse (COA)

Lot/Batch Number

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Hosmane, R. S.; Bhadti, V. S.; Lim, B. B.
Synthesis, 1095-1095 (1990)
Mathieu Parisien et al.
The Journal of organic chemistry, 70(19), 7578-7584 (2005-09-10)
[reactions: see text] Palladium hydroxide on carbon (Pearlman's catalyst) effectively catalyzes direct arylation reactions of aryl iodides and bromides, providing excellent arylation-to-hydrodehalogenation ratios (>30:1) with broad scope for both intra- and intermolecular arylation processes. Studies aimed at determining the nature
Synthetic Communications, 36, 925-925 (2006)
Prugh, J. D.; Rooney, C. S. et al.
Tetrahedron Letters, 26, 2947-2947 (1985)
Zhao, S.; Freeman, J. P.; Szmuszkovicz, J.
The Journal of Organic Chemistry, 57, 4051-4051 (1992)

Questions

1–2 sur 2 questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 réponse
    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/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 réponse
    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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Évaluations

Filtres actifs

    • Avis 1
    • Votes 2
    5 sur 5 étoiles.

    Palladium hydroxide on carbon

    It works well as a catalyst in the reaction of benzyl deprotection

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