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9701 · 18.1

Carboxylic acids

Carboxylic acids contain the –COOH group, making them weak acids that can form dimers via hydrogen bonds. Their key reactions include forming salts with bases and esters with alcohols.

Need to know

What you need to know

  • **Nomenclature:** To name a carboxylic acid, find the longest carbon chain containing the carboxyl group. Replace the '-e' from the corresponding alkane name with the suffix '-oic acid'.
  • **Examples:** Methane becomes methanoic acid ($HCOOH$), ethane becomes ethanoic acid ($CH_3COOH$), propane becomes propanoic acid ($CH_3CH_2COOH$).
  • **Structure:** The carboxyl group is planar due to the $sp^2$ hybridisation of the carbonyl carbon, which influences its reactivity and physical properties.

Explanation

The Acid Test: Understanding Carboxylic Acids

  1. R–COOH: The carboxyl group consists of a carbonyl group (C=O) and a hydroxyl group (–OH) on the same carbon atom.
  2. Carboxylic acids are weak acids, meaning they only partially dissociate in water to release H⁺ ions, with a typical Ka value around 10⁻⁵.
  3. They undergo characteristic reactions, such as forming a salt and water with bases, or producing CO₂ gas with carbonates.
  4. Strong intermolecular hydrogen bonds lead to high boiling points, often forming dimers which effectively double their molecular mass.