MolSynapsequestion bank
MolSynapse / Question bank / Aldehydes, Ketones and Carboxylic Acids / Oxidation and reduction of carbonyls (Clemmensen, Wolff-Kishner, Tollens, Fehling)
JEE Advanced levelSingle correct optionDifficulty 3 of 3co157

Butan-2-one is oxidised by hot alkaline , followed by acidification, according to Popoff rule (the carbonyl group stays with the smaller alkyl group). The product(s) per mole of ketone are

  1. A1 mol methanoic acid and 1 mol propanoic acid
  2. B2 mol ethanoic acid
  3. C1 mol ethanoic acid and 1 mol propanoic acid
  4. D1 mol ethanoic acid only

Answer: B

The bond cleaved is between and the ethyl group, so becomes ethanoic acid and is oxidised at the carbon that was attached to the carbonyl, also giving . Total: 2 mol ethanoic acid.
Practice Aldehydes, Ketones and Carboxylic Acids More on Oxidation and reduction of carbonyls (Clemmensen, Wolff-Kishner, Tollens, Fehling)

More questions on Oxidation and reduction of carbonyls (Clemmensen, Wolff-Kishner, Tollens, Fehling)