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Oxidation of Alcohols

In General primary (1o) alcohols get oxidized to aldehydes and to carboxylic acids if using an appropriately powerful oxidizing reagent.  Primary alcohols have two hydrogens (explicitly shown below).

Secondary (2o) alcohols can be oxidized to ketones.

Teritary (3o) alcohols typically do not undergo oxidation.

Oxidizing Reagents

Pyridinium chlorochromate (PCC)

  • Mild oxidizing reagent for converting 1o alcohols to aldehydes.

Sodium dichromate or potassium dichromate (Na2Cr2O7)

  • Powerful oxidizing reagent.  Oxidizes primary alcohols to carboxylic acid and secondary alcohols to ketones

H2CrO4, H2SO4, H2O (sometimes simply written CrO3/H+)

  • Same as Na2Cr2O7 - Powerful oxidizing reagent.  Oxidizes primary alcohols to carboxylic acid and secondary alcohols to ketones