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643181

Sigma-Aldrich

Palladium

extent of labeling: 5 wt. % loading (dry basis), matrix activated carbon, wet support, Degussa type E105CA/W

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Linear Formula:
Pd
CAS Number:
7440-05-3
Molecular Weight:
106.42
MDL number:
MFCD00011167
UNSPSC Code:
12141733
PubChem Substance ID:
24883258

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

5 wt. % loading (dry basis)

resistivity

9.96 μΩ-cm, 20°C

matrix

activated carbon, wet support

bp

2970 °C (lit.)

mp

1554 °C (lit.)

density

12.02 g/cm3 (lit.)

SMILES string

[Pd]

InChI

1S/Pd

InChI key

KDLHZDBZIXYQEI-UHFFFAOYSA-N

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Application

Catalyst for hydrogenation of alkenes, alkynes, ketones, nitriles,imines, azides, nitro groups, benzenoid and heterocyclic aromatics;used for hydrogenolysis of cyclopropanes, benzyl derivatives,epoxides, hydrazines, and halides; used to dehydrogenate aromatics and deformylate aldehydes.
Heterogeneous catalyst for carbon-carbon coupling reactions (Heck and Suzuki)
It can be used along with ligandless palladium on activated carbon in the preparation of 1-biphenyl-4-yl-ethanone via Suzuki-Miyaura cross-coupling of phenylboronic acid with 4-chloro-acetophenone in water.

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Suzuki-Miyaura cross-coupling of aryl chlorides in water using ligandless palladium on activated carbon.
Lysen M and Kohler K.
Synlett, 2005(11), 1671-1674 (2005)
Meifang Zheng et al.
Organic letters, 15(8), 1838-1841 (2013-04-02)
Palladium-catalyzed oxidative difunctionalization of enol ethers with 1,3-dicarbonyl compounds to construct trisubstituted furans in one step under mild conditions is described. The reaction is thought to proceed through a C-C bond formation along with a C-O bond closing the ring
Kathrin Ulbrich et al.
The Journal of organic chemistry, 78(8), 4202-4206 (2013-04-03)
Racemic 4-hydroxycyclopentenone, readily derived from furfuryl alcohol, can be transformed via its O-Boc derivative to 4-acyloxy, 4-aryloxy-, 4-amino-, or 4-thio-substituted cyclopentenones with high enantioselectivity by palladium-catalyzed kinetic resolution via nucleophilic allylic substitutions. Applying this methodology, a short formal synthesis of
Z Y Bian et al.
Water science and technology : a journal of the International Association on Water Pollution Research, 67(8), 1873-1879 (2013-04-13)
A Pd/C gas-diffusion cathode which generated H2O2 through a two-electron reduction process of fed oxygen molecule was used to degrade 4-chlorophenol in an undivided electrolysis device. The kinetics of 4-chlorophenol degradation has been investigated by the electrochemical oxidation processes. By
Ling Li et al.
Nature chemistry, 5(7), 607-612 (2013-06-22)
The development of transition metal-catalysed cross-coupling reactions has greatly influenced the manner in which the synthesis of complex organic molecules is approached. A wide variety of methods are now available for the formation of C(sp(2))-C(sp(2)) bonds, and more recent work
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