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Chemistry · Nitrogen Containing Organic Compounds

JEE Main 2026 — 21 January, Morning Shift — Question 50

A hydrocarbon ' P ' (C4H8)\left(\mathrm{C}_{4} \mathrm{H}_{8}\right) on reaction with HCl gives an optically active compound ' Q ' (C4H9Cl)\left(\mathrm{C}_{4} \mathrm{H}_{9} \mathrm{Cl}\right) which on reaction with one mole of ammonia gives compound ' R ' (C4H11 N)\left(\mathrm{C}_{4} \mathrm{H}_{11} \mathrm{~N}\right). ' R ' on diazotization followed by hydrolysis gives ' S '. Identify P,Q,R\mathrm{P}, \mathrm{Q}, \mathrm{R} and S .

  1. Option A:
    P=CH3−CH2−CH=CH2,Q=CH3−CH2−CH2−CH2Cl,R=CH3−CH2−CH2−NH−CH3,S=CH3−CH(OH)−CH2−CH3\begin{aligned} P&=\mathrm{CH_3-CH_2-CH=CH_2},\\ Q&=\mathrm{CH_3-CH_2-CH_2-CH_2Cl},\\ R&=\mathrm{CH_3-CH_2-CH_2-NH-CH_3},\\ S&=\mathrm{CH_3-CH(OH)-CH_2-CH_3} \end{aligned}
  2. Option B:
    P=CH3−△,Q=Cl−CH2−△,R=H2N−CH2−△,S=△−OH\begin{aligned} P&=\mathrm{CH_3-\triangle},\\ Q&=\mathrm{Cl-CH_2-\triangle},\\ R&=\mathrm{H_2N-CH_2-\triangle},\\ S&=\mathrm{\triangle-OH} \end{aligned}
  3. Option C:
    P=CH3−CH=CH−CH3,Q=CH3−CH2−CH(Cl)−CH3,R=CH3−CH2−CH(NH2)−CH3,S=CH3−CH2−CH(OH)−CH3\begin{aligned} P&=\mathrm{CH_3-CH=CH-CH_3},\\ Q&=\mathrm{CH_3-CH_2-CH(Cl)-CH_3},\\ R&=\mathrm{CH_3-CH_2-CH(NH_2)-CH_3},\\ S&=\mathrm{CH_3-CH_2-CH(OH)-CH_3} \end{aligned}
    Correct
  4. Option D:
    P=CH3−CH=CH−CH3,Q=CH3−CH2−CH2−CH2Cl,R=CH3−CH2−CH2−CH2NH2,S=CH3−CH2−CH2−CH2OH\begin{aligned} P&=\mathrm{CH_3-CH=CH-CH_3},\\ Q&=\mathrm{CH_3-CH_2-CH_2-CH_2Cl},\\ R&=\mathrm{CH_3-CH_2-CH_2-CH_2NH_2},\\ S&=\mathrm{CH_3-CH_2-CH_2-CH_2OH} \end{aligned}

Answer: C

Step-by-step solution

\begin{aligned} &$\ce{CH3-CH=CH-CH3}$ \\ &\xrightarrow{$\ce{(P)}$ \ HCl} $\ce{CH3-CH2-CH^{+}-CH3}$ \quad (Q) \\ &\xrightarrow{$\ce{(R)}$ \ NH3} $\ce{CH3-CH2-CH(NH2)-CH3}$ \\ &\xrightarrow{$\ce{NaNO2}$ \ aq.\ HCl \ (S)} $\ce{CH3-CH2-CH(OH)-CH3}$ \end{aligned}

Answer key and solution verified before publishing.

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Exam
JEE Main 2026
Paper
21 January, Morning Shift
Subject
Chemistry
Chapter
Nitrogen Containing Organic Compounds
Topic
Introduction & Preparation of Amines

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