Fundamentholfundamenthol
NEET2023Chemistry
Q.

Which amongst the following will be most readily dehydrated under acidic conditions?

  1. A

    1

  2. B

    2

  3. C

    3

  4. D

    4

Solution

The compound in option (1) is pentane-2,4-diol. Loss of two water molecules under acid catalysis gives penta-1,3-diene — a fully conjugated diene whose stability provides a strong thermodynamic driving force for the reaction.

The other options either lack the geometry needed to form a conjugated product or carry an electron-withdrawing nitro group that destabilises the developing carbocation, both of which make dehydration less favourable.

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