CAIE A-Level Chemistry 31.1.2 Reactivity of Halogenoalkanes and Halogenoarenes
Practise explaining why chlorobenzene resists nucleophilic substitution compared with a chloroalkane.
- Syllabus
- 2028–2030
- Course
- Chemistry 9701
- Level
- A2
Exam points
- state that a chloroalkane hydrolyses with warm aqueous AgNO3 to release Cl− and form a white precipitate
- show the chlorine lone pair delocalising into the aromatic π system in chlorobenzene
- link this overlap to partial C–Cl double-bond character and a stronger bond that is harder to break
31.1.2—Difference in reactivity question 1
[Maximum number: 2]
Describe the difference in reactivity between chloroethane and chlorobenzene with OH−(aq).
Explain your answer.
chlorobenzene is less reactive than chloroethane OWTTE
- p-orbital / lone pair on Cl will overlap / delocalise into the ring
- due to partial double C-Cl bond OWTTE
OR C-Cl bond strengthened (more)
Any two [1], all three [2]
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