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Palladium on Carbon
Pd/C
[7440-05-3] ?·?Pd ?·?Palladium on Carbon ?·?(MW 106.42)
(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)
Solubility:?insol all organic solvents and aqueous acidic media.
Form Supplied in:?black powder or pellets containing 0.5-30 wt % of Pd (typically 5 wt %); can be either dry or moist (50 wt % of H2O).
Analysis of Reagent Purity:?atomic absorption.
Handling, Storage, and Precautions:?can be stored safely in a closed container under air but away from solvents and potential poisons such as sulfur- and phosphorus-containing compounds. Pyrophoric in the presence of solvents. General precautions for handling hydrogenation catalysts should be followed. The catalyst must be suspended in the organic solvent under an atmosphere of N2. During filtration the filter cake must not be allowed to go dry. If a filter aid is necessary, a cellulose-based material should be used if catalyst recovery is desired.
Hydrogenation and Hydrogenolysis: Carbon-Carbon Bonds.
The use of Pd/C for the selective reduction of alkynes to alkenes is generally not satisfactory, but a few examples have been reported. For example, the Pd/C-catalyzed reduction of 3,6-dimethyl-4-octyne-3,6-diol gave the enediol in 98% yield after absorption of 1 mol of H2. 1 Further reduction gave the diol in 99% yield. Pd on other supports, such as Pd/CaCO3 and Pd/BaCO3, are much more effective for this conversion. Pd/C is usually used for the complete saturation of alkynes and alkenes to their corresponding hydrocarbons. 2 In some instances, isomerization of the double bond during hydrogenation occurs before reduction, which leads to unexpected results. For example, reduction of car-3-ene gave the cycloheptane with Pd/C instead of the expected cycl
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