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JEE Main 20266 AprilEvening Shift
Exam
JEE Main
Year
2026
Date
6 April
Shift
Evening Shift
Subject
Chemistry
Chapter
Hydrocarbons

JEE Main 2026 · 6 April · Evening Shift · Chemistry · Hydrocarbons

An optically active alkyl bromide C _4 H _9 Br, reacts with...

An optically active alkyl bromide C4_4H9_9Br, reacts with ethanolic KOH to form major compound [A] which reacts with bromine to give compound [B]. Compound [B] reacts with ethanolic KOH and sodamide to give compound [C]. One molecule of water adds to compound [C] on warming with mercuric sulphate and dilute sulphuric acid at 333333 K to form compound [D]. The functional group in compound D will be confirmed by :

Options

  1. AHaloform test
  2. BLucas test
  3. CSilver mirror test
  4. DBenedict test

Correct answer

A. Haloform test

Step-by-step solution

The optically active alkyl bromide C4H9Br\text{C}_4\text{H}_9\text{Br} is 22-bromobutane, CH3CH(Br)CH2CH3\text{CH}_3\text{CH}(\text{Br})\text{CH}_2\text{CH}_3.

Reaction with ethanolic KOH\text{KOH} undergoes dehydrohalogenation to form but-22-ene as the major product [A] (Zaitsev's rule).

But-22-ene [A] reacts with Br2\text{Br}_2 to form 2,32,3-dibromobutane [B], CH3CH(Br)CH(Br)CH3\text{CH}_3\text{CH}(\text{Br})\text{CH}(\text{Br})\text{CH}_3.

Compound [B] undergoes double dehydrohalogenation with ethanolic KOH\text{KOH} and NaNH2\text{NaNH}_2 to give but-22-yne [C], CH3C≡CCH3\text{CH}_3\text{C}\equiv\text{CCH}_3.

Hydration of but-22-yne [C] with HgSO4\text{HgSO}_4 and dilute H2SO4\text{H}_2\text{SO}_4 yields butan-22-one [D], CH3COCH2CH3\text{CH}_3\text{COCH}_2\text{CH}_3.

Since compound [D] is a methyl ketone, its functional group is confirmed by the haloform test.

Answer: Haloform test
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