Master Organic Chemistry Reaction Guide

Oxidation of secondary alcohols to ketones using PCC

Description: Treatment of secondary alcohols with pyridinium chlorochromate (PCC) leads to ketones.

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Real-World Examples

Org. Synth. 1929, 9, 52

DOI Link:
10.15227/orgsyn.009.0052

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Org. Synth. 1937, 17, 43

DOI Link: 10.15227/orgsyn.017.0043

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Org. Synth. 1941, 21, 18

DOI Link: 10.15227/orgsyn.021.0018

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Org. Synth. 1955, 35, 39

DOI Link: 10.15227/orgsyn.035.0039

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Org. Synth. 1965, 45, 28

DOI Link: 10.15227/orgsyn.045.0028

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Org. Synth. 1962, 42, 36

DOI Link: 10.15227/orgsyn.042.0036

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Comments

Comment section

5 thoughts on “Oxidation of secondary alcohols to ketones using PCC

  1. i was convinced with the mechanism of oxidation with chromic acid.. but, i wondered how does pcc work as a selective reagent here?!! now i understand how it does…

  2. If the byproducts are H2CrO3 and pyridinium chloride then bond G should never be formed and the bond J should be a bond formed with O-H

  3. How about the selective oxidation of benzylic alcohol via MnO2 ? We use that in class in synthesis problems.

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