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Merck
CN

212911

Palladium hydroxide on carbon

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

Synonym(s):

Pd(OH)2/C, Pearlman’s catalyst

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About This Item

Empirical Formula (Hill Notation):
H2O2Pd
CAS Number:
Molecular Weight:
140.43
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
EC Number:
235-219-2
MDL number:
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Product Name

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

form

powder

Quality Level

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

SMILES string

O[Pd]O

InChI

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

InChI key

NXJCBFBQEVOTOW-UHFFFAOYSA-L

Application

Addition of Pd/C to Pd(OH)2/C improves the efficiency of N- or O-debenzylation.
Effectively catalyzes the direct arylation reactions of aryl iodides and bromides in both intra- and intermolecular processes.
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)


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Storage Class

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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Synthetic Communications, 36, 925-925 (2006)
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
Hosmane, R. S.; Bhadti, V. S.; Lim, B. B.
Synthesis, 1095-1095 (1990)



Global Trade Item Number

SKUGTIN
C2821-1ML04061833484685
212911-10G04061838772466
212911-1G04061838772473
212911-50G04061838772480
212911-500G04061833545201