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10.4.2 Carboxylic acids and the -COOH functional group

The first four carboxylic acids

Definition

Carboxylic acid

A member of the homologous series whose functional group is -COOH.

  1. Methanoic acid is HCOOH\text{HCOOH}HCOOH.
  2. Ethanoic acid is CH3COOH\text{CH}_3\text{COOH}CH3​COOH.
  3. Propanoic acid is C2H5COOH\text{C}_2\text{H}_5\text{COOH}C2​H5​COOH.
  4. Butanoic acid is C3H7COOH\text{C}_3\text{H}_7\text{COOH}C3​H7​COOH.
  5. Each differs from the next by CH2\text{CH}_2CH2​, so they are a homologous series.
Key Idea

Ethanoic acid is the acid in vinegar, which is the one met most often.

The functional group is -COOH

Definition

Functional group

The group of atoms in a molecule that gives a homologous series its characteristic reactions.

  1. Every carboxylic acid contains the group −COOH-\text{COOH}−COOH.
  2. That group is a carbon joined to an oxygen by a double bond and to an −OH-\text{OH}−OH group.
  3. It always sits at the end of the carbon chain.
  4. It is what gives the family its characteristic reactions.
  5. The −OH-\text{OH}−OH inside it is what releases the hydrogen ion in solution.
Note

Writing the formula as −COOH-\text{COOH}−COOH rather than −CO2H-\text{CO}_2\text{H}−CO2​H keeps the two oxygens distinct.

Drawing the structures

  1. The end carbon shows four bonds: two to one oxygen, one to the other oxygen, and one to the chain.
  2. The second oxygen carries a hydrogen, completing the −OH-\text{OH}−OH.
  3. Methanoic acid has a hydrogen in place of the carbon chain.
  4. Ethanoic acid has a CH3\text{CH}_3CH3​ group attached to the −COOH-\text{COOH}−COOH.
  5. Counting two oxygens in the group is the usual check on the structure.

Structural formula of ethanoic acid showing a methyl group (CH3) bonded to a carboxyl group (COOH).

Example
  • Methanoic acid: HCOOH\text{HCOOH}HCOOH, one carbon in all.
  • Ethanoic acid: CH3COOH\text{CH}_3\text{COOH}CH3​COOH, two carbons in all.

Their solutions show typical acidic properties

Definition

Acid

A substance that is a source of hydrogen ions when it dissolves in water.

  1. A carboxylic acid dissolves in water and releases hydrogen ions.
  2. Its solution therefore has a pH below 7 and turns litmus red.
  3. It reacts with a metal to give a salt and hydrogen: ethanoic acid+magnesium→magnesium ethanoate+hydrogen\text{ethanoic acid} + \text{magnesium} \rightarrow \text{magnesium ethanoate} + \text{hydrogen}ethanoic acid+magnesium→magnesium ethanoate+hydrogen
  4. It reacts with a carbonate to give a salt, water and carbon dioxide.
  5. It reacts with an alkali to give a salt and water, which is neutralisation.

A chemical equation and structural diagrams showing ethanoic acid dissociating in water to release a hydrogen ion, which forms a hydronium ion. The ethanoate ion is also produced.

Self review
  • Give the formulae of methanoic, ethanoic, propanoic and butanoic acids.
  • What is the functional group in a carboxylic acid?
  • Describe the structure of ethanoic acid.
  • Name the products when ethanoic acid reacts with magnesium.
  • What would you see if ethanoic acid were added to a carbonate?
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A carboxylic acid is a member of the homologous series containing the −COOH-\text{COOH}−COOH functional group. A functional group is the group of atoms responsible for a homologous series' characteristic reactions.

The first four members are methanoic acid, HCOOH\text{HCOOH}HCOOH; ethanoic acid, CH3COOH\text{CH}_3\text{COOH}CH3​COOH; propanoic acid, C2H5COOH\text{C}_2\text{H}_5\text{COOH}C2​H5​COOH; and butanoic acid, C3H7COOH\text{C}_3\text{H}_7\text{COOH}C3​H7​COOH. Ethanoic acid is the acid found in vinegar.

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What is the formula of methanoic acid?

10.4.2 Carboxylic acids and the -COOH functional group Revision Guide

  1. GCSE
  2. /Chemistry
  3. /10.4.2 Carboxylic acids and the -COOH functional group

Revision notes for Edexcel GCSE Chemistry 10.4.2 Carboxylic acids and the -COOH functional group: explanations and worked examples.

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