CBSE Class 12 Chemistry sample paper 2026-27: question 20
From the official CBSE sample question paper for 2026-27, section B, question 20, for 2 marks. Try it first; the hints and our step-by-step solution are below.
Q20 · 2 marks · Very short answerHaloalkanes and Haloarenes
Chlorobenzene can be converted into phenol by heating in aqueous sodium hydroxide solution at a temperature of 623K and 300 atm, however presence of a substituent group effects its activity towards this nucleophilic substitution reaction.
Which substituent (i) nitro or (ii) methoxy will increase the reactivity of chlorobenzene and why?
Source: official sample paper from cbseacademic.nic.in (PDF). See it in the full Sample paper 2026-27.
Hints
Open one hint at a time and try again before the next.
Hint 1
Nucleophilic attack is easier when the ring is electron-poor.
Hint 2
Which group withdraws electrons, and which donates them by resonance?
Hint 3
Think about the stability of the negatively charged intermediate.
Step-by-step solution
Each step shows the marks it earns, as an examiner would award them. Checked by an independent re-solve from the question paper.
- 1 mark
The nitro group increases the reactivity of chlorobenzene towards nucleophilic substitution.
- ½ mark
is strongly electron-withdrawing (–I and –R effects). It lowers the electron density of the ring and favours attack by . The methoxy group is electron-donating (+R), so it does the opposite.
- ½ mark
With at the ortho or para position, the negative charge of the carbanion (σ-complex) formed after attacks is delocalised onto the nitro group by resonance. This stabilises the intermediate, so substitution occurs readily (even at much milder conditions).
Answer: (i) Nitro, because its –I/–R effect withdraws electrons and stabilises the carbanion intermediate at o/p positions.
Where the marks are
- Identifies the nitro group (1 mark)
- Electron-withdrawing –I/–R nature of nitro versus electron-donating methoxy (½ mark)
- Resonance stabilisation of the negative charge of the intermediate at o/p positions (½ mark)
Revise the chapter
- Chapter: Haloalkanes and Haloarenes (notes, formulas, where marks are lost and every past question)
- Topic: Stereochemistry of Nucleophilic Substitution
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