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Question: Answered & Verified by Expert
The hydrocarbon which can react with sodium in liquid ammonia is
ChemistrySurface ChemistryJEE MainJEE Main 2008
Options:
  • A
    $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{C} \equiv \mathrm{CCH}_2 \mathrm{CH}_2 \mathrm{CH}_3$
  • B
    $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{C} \equiv \mathrm{CH}$
  • C
    $\mathrm{CH}_3 \mathrm{CH}=\mathrm{CHCH}_3$
  • D
    $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{C} \equiv \mathrm{CCH}_2 \mathrm{CH}_3$
Solution:
2149 Upvotes Verified Answer
The correct answer is:
$\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{C} \equiv \mathrm{CH}$
$$
\mathrm{CH}_3 \mathrm{CH}_2-\mathrm{C} \equiv \mathrm{CH} \stackrel{\mathrm{Na} / \mathrm{Liq} 9 \mathrm{NH}}{\Delta} \longrightarrow \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{C} \equiv \stackrel{\ominus}{\mathrm{C}} \mathrm{Na}^{\oplus}
$$
It is a terminal alkyne, having acidic hydrogen.
Note: Solve it as a case of terminal alkynes, otherwise all alkynes react with $\mathrm{Na}$ in liq. $\mathrm{NH}_3$.

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