NEET 2023 Phase 1 · ChemistryPrevious Year Question
Which amongst the following compounds would be most readily dehydrated under acidic conditions?
Answer: (D) (D). \textbf{Answer:} (d) \textbf{Solution:} Acid-catalysed dehydration proceeds through a carbocation, so the compound that forms the most stable carbocation dehydrates most readily.
- A.(A)
- B.(B)
- C.(C)
- D.(D)✓
Correct Answer
(D) (D)
Solution & Explanation
\textbf{Answer:} (d) \textbf{Solution:} Acid-catalysed dehydration proceeds through a carbocation, so the compound that forms the most stable carbocation dehydrates most readily. In option (D), 5-nitropentan-2-ol, the electron-withdrawing group is farthest from the carbon bearing , so its destabilising effect on the developing carbocation is minimal, and there are sufficient -hydrogens for hyperconjugation. Hence the most stable carbocation forms here, and (D) dehydrates most easily.
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