CBSE Class 12 Chemistry 2024: question 25
Set in the CBSE Class 12 board exam of 2024, paper 56/1/1, section C, question 25, for 3 marks. Try it first; the hints and our step-by-step solution are below.
Q25 · 3 marks · Short answerHaloalkanes and Haloarenes
Answer the following.
- (a)1 mark
Which of the following is an allylic halide ?
(i)
(ii) - (b)1 mark
Out of chlorobenzene and 2,4,6-trinitrochlorobenzene, which is more reactive towards nucleophilic substitution and why ?
- (c)1 mark
Which isomer of has the lowest boiling point ?
Source: official question paper from cbse.gov.in (PDF). See it in the full 2024 board paper, set 56/1/1.
Hints
Open one hint at a time and try again before the next.
Hint 1
Allylic carbon is the carbon next to a C=C, not on it.
Hint 2
Electron-withdrawing groups at o/p positions help a nucleophile attack the ring; branching reduces surface area.
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
(a) Compound (ii) is allylic, as Br is on an sp³ carbon next to the C=C. (Compound (i) is a vinylic halide — Br is on the doubly bonded carbon.)
- 1 mark
(b) 2,4,6-Trinitrochlorobenzene is more reactive, because the –NO₂ groups at ortho and para positions withdraw electrons and stabilise the carbanion intermediate formed on attack of the nucleophile.
- 1 mark
(c) (2-chloro-2-methylpropane, tert-butyl chloride) has the lowest boiling point; it is the most branched and nearly spherical, so it has the least surface area and weakest van der Waals forces.
Answer: (a) (ii); (b) 2,4,6-trinitrochlorobenzene (–NO₂ electron withdrawal); (c) tert-butyl chloride
Where the marks are
- Identifies (ii) as allylic halide (1 mark)
- 2,4,6-trinitrochlorobenzene with reason of electron-withdrawing –NO₂ (½ + ½ mark)
- tert-Butyl chloride (1 mark)
Revise the chapter
- Chapter: Haloalkanes and Haloarenes (notes, formulas, where marks are lost and every past question)
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