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Chemistry · PYQ NEET UG 2017

हिन्दी

Predict the CORRECT intermediate and product in the following reaction: \( \text{H}_3\text{C}-\text{C}\equiv\text{CH} \xrightarrow{\text{H}_2\text{O, H}_2\text{SO}_4}{\text{HgSO}_4} \text{ Intermediate (A)} \rightarrow \text{Product (B)} \)

  1. A
    A : \( \text{H}_3\text{C}-\text{C}=\text{CH}_2 \) with \( \text{SO}_4 \) attached, B : \( \text{H}_3\text{C}-\text{C}-\text{CH}_3 \) (with =O)
  2. B
    A : \( \text{H}_3\text{C}-\text{C}=\text{CH}_2 \) with \( \text{OH \) attached, B : \( \text{H}_3\text{C}-\text{C}=\text{CH}_2 \) with \( \text{SO}_4 \)
  3. C
    A : \( \text{H}_3\text{C}-\text{C}=\text{CH}_3 \) with =O, B : \( \text{H}_3\text{C}-\text{C}=\text{CH} \)
  4. D
    A : \( \text{H}_3\text{C}-\text{C}=\text{CH}_2 \) with \( \text{OH} \) attached, B : \( \text{H}_3\text{C}-\text{C}-\text{CH}_3 \) with =O
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Correct answer · Option D

A : \( \text{H}_3\text{C}-\text{C}=\text{CH}_2 \) with \( \text{OH} \) attached, B : \( \text{H}_3\text{C}-\text{C}-\text{CH}_3 \) with =O

Explanation

Hydration of propyne yields an enol intermediate (A: \( \text{H}_3\text{C}-\text{C(OH)}=\text{CH}_2 \)), which tautomerizes to acetone as product (B: \( \text{H}_3\text{C}-\text{CO}-\text{CH}_3 \)).
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