CBSE Class 12 Chemistry sample paper 2023-24: question 19
From the official CBSE sample question paper for 2023-24, section B, question 19, for 2 marks. Try it first; the hints and our step-by-step solution are below.
Q19 · 2 marks · Very short answerHaloalkanes and Haloarenes
Answer the following.
- (a)0 marks
Arrange the isomeric dichlorobenzene in the increasing order of their boiling point and melting points.
- (b)0 marks
Explain why the electrophilic substitution reactions in haloarenes occur slowly and require more drastic conditions as compared to those in benzene.
Source: official sample paper from cbseacademic.nic.in (PDF). See it in the full Sample paper 2023-24.
Hints
Open one hint at a time and try again before the next.
Hint 1
Melting point depends mainly on how well molecules pack in the solid.
Hint 2
Boiling point depends on intermolecular forces such as dipole–dipole attraction.
Hint 3
For (b), think whether the halogen adds electron density to the ring or removes it.
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.
- ½ mark
(a) Melting point: m-dichlorobenzene < o-dichlorobenzene < p-dichlorobenzene. The para isomer is symmetrical and packs best in the crystal lattice, so it has the highest melting point.
- ½ mark
Boiling point: m-dichlorobenzene < p-dichlorobenzene < o-dichlorobenzene (446 K, 448 K, 453 K). The ortho isomer has the largest dipole moment, so stronger dipole–dipole attractions and the highest boiling point.
- 1 mark
(b) The halogen withdraws electrons from the ring by its strong –I effect (stronger than its +R effect), lowering the electron density of the ring. The ring is deactivated compared with benzene, so electrophilic substitution is slower and needs harsher conditions.
Answer: (a) m.p.: meta < ortho < para; b.p.: meta < para < ortho; (b) –I effect of halogen deactivates the ring
Where the marks are
- Correct order with the para-isomer packing reason for melting point (½ mark)
- Ortho isomer has stronger dipole–dipole interaction than meta (½ mark)
- –I effect of halogen deactivates ring, so substitution slower/drastic conditions (1 mark)
Revise the chapter
- Chapter: Haloalkanes and Haloarenes (notes, formulas, where marks are lost and every past question)
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