Quick answer: Primary alcohols are oxidised to aldehydes and then carboxylic acids, secondary alcohols to ketones, and tertiary alcohols resist oxidation; acidified dichromate turns from orange to green. This Chemistry 11-12 test on oxidation of alcohols has 8 questions worth 20 marks, to do in 45 minutes: oxidising butan-2-ol, reflux or distillation and tollens’ reagent. The mark scheme is on a separate page; free printable PDF.

This 45 minute test is worth 20 points and covers oxidation of alcohols, tests for carbonyls, nucleophilic addition and a yield calculation. Write balanced equations where asked and use the correct names for colours and products.
Level: Chemistry grades 11-12 (A Level · IB · Class 11-12) · Curriculum: A Level 3.3.5
Question 1 Oxidising butan-2-ol (3 marks)
Butan-2-ol is heated under reflux with acidified potassium dichromate(VI).- Classify the alcohol. (1 mark)
- Name the organic product. (1 mark)
- State the colour change. (1 mark)
Question 2 Reflux or distillation (2 marks)
Propan-1-ol is oxidised.- Name the product formed by distillation and by reflux with excess oxidant. (1 mark)
- Explain why distillation is needed for the first product. (1 mark)
Question 3 Tollens’ reagent (3 marks)
- State what is seen when warm Tollens’ reagent is added to ethanal and to propanone. (2 marks)
- State what happens to the silver ions. (1 mark)
Question 4 Propanone and HCN (3 marks)
Propanone reacts with HCN.- Name the type of mechanism. (1 mark)
- Give the formula and name of the product. (1 mark)
- Explain why the product has no optical activity. (1 mark)
Question 5 Yield calculation (3 marks)
4.60 g of ethanol (M = 46.0 g/mol) is oxidised to ethanoic acid (M = 60.0 g/mol).- Calculate the theoretical mass of acid. (2 marks)
- Calculate the actual mass if the yield is 80 %. (1 mark)
Question 6 Racemic product (2 marks)
The addition of HCN to ethanal gives a racemic mixture.- Explain what a racemic mixture is. (1 mark)
- Explain why it forms here. (1 mark)
Question 7 Boiling points (2 marks)
Propan-1-ol boils at 97 °C and propanal at 49 °C.- Name the strongest intermolecular force in propan-1-ol. (1 mark)
- Explain the lower boiling point of propanal. (1 mark)
Question 8 Identify by tests (2 marks)
A compound of formula C₃H₆O gives an orange precipitate with 2,4-DNPH and no change with Fehling’s solution.- Name the compound. (1 mark)
- Explain your reasoning. (1 mark)

