Pyridinium dichromate

Description

Palladium on carbon (Pd/C) is a common catalyst for hydrogenation and/or hydrogenolysis of various functional groups. It is typically purchased as a black powder which is 5% or 10% palladium (by wt%) adsorbed on carbon. The reagent is normally purchased dry or as a solid which is 50% wet with water. The 50% wet with water reagent is the safer to handle option.

Description

Pyridinium dichromate (PDC) is a strong oxidizing agent. It is able to convert primary alcohols to aldehydes, and secondary alcohols to ketones. Because of the associated toxicity of the reagent it is currently rarely used.

The Uses of Pyridinium dichromate

Pyridinium dichromate (PDC) is an orange colored solid used as an oxidizing agent.
Oxidizing agent for conversion of primary alcohols to aldehydes and ketones, acetals to esters, and didehydroketones to enones in the presence of tert-butyl hydroperoxide.
Pyridinium Dichromate may be used as an alternative to PCC in nucleoside and carbohydrate oxidation, particularly for fragile molecules. PDC can also be used in conjunction with tertbutylhydroperoxide for a variety of oxidative transformations.

The Uses of Pyridinium dichromate

A mixture of the SM (7.2 g, 26.2 mmol) and 10% Pd/C (2 g) in MeOH (100 mL) was stirred under an atmosphere of H2 (50 psi) at RT for 12 h. The mixture was filtered through celite and the filtrate was concentrated. The residue was purified by silica gel flash chromatography to provide the product. [5.8 g, 80%]