NEET 2023 Phase 1 · ChemistryPrevious Year Question
Which amongst the following would be most readily dehydrated under acidic conditions?
Answer: (D) (D). \textbf{Answer:} (D) \textbf{Solution:} Acid-catalysed dehydration of an alcohol proceeds by an E1 pathway: protonation of , loss of water to give a carbocation, then loss of a -H to form the alkene.

- A.(A)
- B.(B)
- C.(C)
- D.(D)✓
Correct Answer
(D) (D)
Solution & Explanation
\textbf{Answer:} (D) \textbf{Solution:} Acid-catalysed dehydration of an alcohol proceeds by an E1 pathway: protonation of , loss of water to give a carbocation, then loss of a -H to form the alkene. The alcohol that gives the MOST stable carbocation and has enough -/-hydrogens for elimination dehydrates most readily. Option (D) forms the most stabilised carbocation (the deactivating effect of is least felt from its position) and has the most available -hydrogens, so it dehydrates fastest.
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