Connect: fragrances, foods and esters
Three quick questions from earlier lessons. Pulling old material back to mind before you learn something new makes the new material stick better, so this is not busywork.
Practise this lesson
Four printable worksheets that build from the foundations up to exam-style questions, start at whatever level suits you.
A food chemist wants to recreate the smell of pineapple for a new range of confectionery. She reacts ethanoic acid with butan-1-ol in the presence of concentrated sulfuric acid, heats the mixture under reflux, then separates the oily product layer using a separating funnel, washes it with sodium carbonate solution, dries it, and distils it. The result is a clear liquid with a powerful fruity pineapple odour.
The reaction she used is the same one that originally formed the fats in the avocado she had for breakfast.
Before you read on: Write down what you think the structural connection is between pineapple flavouring and avocado fat. What chemical feature do they share? Why might the same type of reaction produce both a volatile fragrant liquid and a solid fat?
- Esters have the functional group –COO– (no O–H bond)
- IUPAC naming: alkyl alkanoate, alcohol part first
- Esterification: reversible, conc. H₂SO₄ catalyst, reflux
- Fats and oils are triglycerides
- Isolation uses separating funnel, Na₂CO₃ wash, drying agent
- Why esters have lower BPs than alcohols or carboxylic acids (no H-bond donation)
- Why esterification is reversible and yield <100%
- How Le Chatelier's Principle increases ester yield
- Why fats are solid and oils are liquid (saturation, packing, dispersion forces)
- Name esters and identify acid/alcohol components
- Write balanced esterification equations with correct arrow and conditions
- Apply Le Chatelier's Principle to suggest yield-improving steps
- Explain fats vs oils using chain saturation and dispersion force arguments