JEE Main levelSingle correct optionDifficulty 2 of 3o4043
4-Hydroxypentan-2-one, CHX3COCHX2CH(OH)CHX3, is warmed with dilute NaOH. The main product by E1cB is
Aacetone and acetaldehyde
Bpentane-2,4-dione
Cpent-3-en-2-one
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 CHX3COCH=CHCHX3, pent-3-en-2-one. Pent-4-en-2-one would be a non-conjugated, non-acidity-controlled product.