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JEE Main levelSingle correct optionDifficulty 2 of 3o4043

4-Hydroxypentan-2-one, , is warmed with dilute . The main product by E1cB is

  1. Aacetone and acetaldehyde
  2. Bpentane-2,4-dione
  3. Cpent-3-en-2-one
  4. Dpent-4-en-2-one

Answer: C

The alpha-hydrogens at C-3 are acidic, so the enolate forms and expels hydroxide from C-4. The product is the conjugated enone , pent-3-en-2-one. Pent-4-en-2-one would be a non-conjugated, non-acidity-controlled product.
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