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CAIE A-Level Chemistry 30.1.3 Ring and Side-Chain Halogenation

Practise predicting whether methylbenzene halogenates on the aromatic ring or alkyl side-chain from conditions.

Syllabus
2028–2030
Course
Chemistry 9701
Level
A2

Exam points

  • predict electrophilic substitution on the aromatic ring when a halogen carrier such as AlCl3 or FeCl3 is used
  • predict free-radical substitution on the alkyl side-chain under ultraviolet light or temperatures above 100°C
  • draw all requested side-chain positional products while preserving the benzene ring and molecular formula

30.1.3—Whether halogenation will occur question 1

[Maximum number: 4]

Benzene can be used to make benzoic acid in the two-step process shown in Fig. 7.1.

Fig. 7.1

Fig. 7.1

When treated with Cl2\mathrm{Cl}_{2} under suitable conditions, methylbenzene forms compound J .

When treated with Cl2\mathrm{Cl}_{2} under different conditions with different reagents, methylbenzene forms compound K.

Suggest and draw structures of compounds J and K in the boxes. The molecular formula of each compound is given.

Figure for Question 30.1.3—Whether halogenation will occur question 1 — CAIE A-Level Chemistry A2

State the reagents and conditions required to form each product.
to form compound J
to form compound K

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