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Pyridinium dichromate

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Pyridinium dichromate Basic information
Pyridinium dichromate Chemical Properties
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Pyridinium dichromate Usage And Synthesis
  • Chemical PropertiesOrange solid
  • UsesPyridinium 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.
  • PreparationPyridinium dichromate can be obtained by gradual addition of a solution of chromic anhydride (Cr2O3) in water to pyridine in ice cold conditions.
  • Purification MethodsDissolve it in the minimum volume of H2O and add 5 volumes of cold Me2CO and cool to -20o. After 3hours the orange crystals are collected, washed with a little cold Me2CO and dried in a vacuum. It is soluble in dimethylformamide (0.9g/mL at 25o), and in H2O, and has a characteristic IR with max at 930, 875, 765, 730 and 730 cm-1. [Corey & Schmidt Tetrahedron Lett 399 1979, Coats & Corrigan Chem Ind (London) 1594 1969.] (Possible CARCINOGEN.) § Available commercially on a polymer support.
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