ChemistryCode 9701

Carboxylic acids

What this topic asks you to be able to do

  • recall how benzoic acid can be made, namely by heating an alkylbenzene with alkaline KMnO₄ and subsequently treating the mixture with dilute acid, using methylbenzene as the example
  • describe what happens when carboxylic acids are treated with PCl₃ and heated, or with PCl₅ or SOCl₂, to yield acyl chlorides
  • recognise that certain carboxylic acids may undergo further oxidation: methanoic acid, HCOOH, is oxidised to carbon dioxide and water by Fehling's reagent, Tollens' reagent, acidified KMnO₄ or acidified K₂Cr₂O₇, while ethanedioic acid, HOOCCOOH, is oxidised to carbon dioxide by warm acidified KMnO₄
  • outline and account for how the acidities of carboxylic acids, phenols and alcohols rank against one another
  • describe and explain how chlorine-substituted carboxylic acids compare in acidity