COMEDK · Chemistry · 14. Hydrocarbons

Convert Benzene \(\rightarrow\) 3-Bromophenol by choosing appropriate reagents \([(i)\) to (v)] in the correct sequence.
\((i)\mathrm{NaNO}_2 / \mathrm{HCl}\left(0^{\circ} \mathrm{C}\right) \quad (ii) Conc. \mathrm{HNO}_3 / \mathrm{H}_2 \mathrm{SO}_4 \quad (iii) \mathrm{H}_2 \mathrm{O} / 283 \mathrm{~K} \quad (iv) \mathrm{Fe} / \mathrm{HCl} \quad (v) \mathrm{Br} 2 / \mathrm{Fe}\)

A v, ii, iii, i, iv
B ii, v, iv, i, iii
C iii, iv, v, ii, i
D \(\mathrm{v}, \mathrm{ii}, \mathrm{i}, \mathrm{iv}, \mathrm{iii}\)

Verified Solution

Answer & Solution

Correct Answer

(B) ii, v, iv, i, iii

Step-by-step Solution

Detailed explanation

The conversion of benzene to 3-bromophenol requires the introduction of a meta-directing group followed by bromination, or the use of a group that directs meta and can be converted to a hydroxyl group. Since the hydroxyl group is ortho/para-directing, it must be introduced after…

Apply the relevant identity from the chapter and substitute the values established in the previous step, keeping the original constraint in view.

Use the simplified expression to isolate the unknown, then plug the result back into the question setup to confirm the working is internally consistent.

Cross-check against a boundary or limiting case. Both the dimensional balance and the qualitative behaviour at the extreme should agree with the candidate answer.

Combine the steps above to identify the correct option. The remaining choices each fail at least one of the consistency, dimensional, or boundary checks.

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