6.3.1

Acids & Esters (A2 Only)

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Carboxylic Acids

Carboxylic acids have some useful reactions, among them neutralisation reactions and esterification.

Structure

Structure

  • Above is a molecule containing -COOH, the carboxylic acid functional group. This example is called propanoic acid.
Acidic properties

Acidic properties

  • Carboxylic acids are weak acids.
    • This means they only partially ionise in water.
  • They will react with carbonates to produce carbon dioxide.
    • This can be used as a test for carboxylic acids.
Esterification

Esterification

  • Carboxylic acids will react with alcohols.
  • This reaction is called esterification. It produces an ester.
    • Usually, you would use sulfuric acid as a catalyst for this reaction.
  • You don't need the mechanism for this, but the ester group is shown on the next slide.
Structure of ester

Structure of ester

  • The ester formed from the reaction between an alcohol and a carboxylic acid will contain the ester functional group, R-COO-R, as shown above.

Esters

Esters are very useful compounds and also occur in nature.

Uses of esters

Uses of esters

  • Examples of uses of esters are:
    • Plasticisers.
    • Solvents (ethyl ethanoate).
    • Perfumes.
    • Food flavourings (ethyl butrate, pineapple).
Biodiesel

Biodiesel

  • Biodiesel is made up of methyl esters of long chain carboxylic acids.
  • The long-chained carboxylic acids are reacted with methanol to make the esters.
  • Biodiesel is made by reacting vegetable oils with methanol in the presence of a catalyst.

Natural Esters

The ester functional group is widely used in nature.

Fats and oils

Fats and oils

  • Vegetable oils and animal fats are esters of propane-1,2,3-triol.
    • Biologists would call this triol, glycerol.
  • At room temperature, vegetable fats are liquids (oils) but animal fats are usually solid.
    • This is because vegetable oils are usually unsaturated and have weaker van der Waals forces.
Soaps

Soaps

  • You can hydrolyse natural esters to give soaps and glycerol.
    • Glycerol is the common name for propane-1,2,3-triol.
    • Soaps are just salts of long chain carboxylic acids.
Jump to other topics
1

Physical Chemistry

1.1

Atomic Structure

1.2

Amount of Substance

1.3

Bonding

1.4

Energetics

1.5

Kinetics

1.6

Equilibria

1.7

Redox

2

Physical Chemistry 2 (A2 Only)

3

Inorganic Chemistry

4

Inorganic Chemistry 2 (A2 Only)

5

Organic Chemistry 1

6

Organic Chemistry 2 (A2 Only)

6.1

Optical Isomerism (A2 Only)

6.2

Aldehydes & Ketones (A2 Only)

6.3

Carboxylic Acids & Esters (A2 Only)

6.4

Aromatic Chemistry (A2 Only)

6.5

Amines (A2 Only)

6.6

Polymers (A2 Only)

6.7

Biological Organic (A2 Only)

6.8

Organic Synthesis (A2 Only)

6.9

NMR Spectroscopy (A2 Only)

6.10

Chromatography (A2 Only)

6.11

A-A* (AO3/4) - Organic 2

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