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JEE Advanced levelSingle correct optionDifficulty 3 of 3o1204

Butanoic acid is converted as follows: (i) ; (ii) excess ; (iii) , heat; (iv) (1 equiv), dry ether; (v) . The final product is

  1. Apentan-2-ol
  2. Bpentan-2-one
  3. C2-methylpentan-2-ol
  4. Dbutanenitrile

Answer: B

(i) gives butanoyl chloride; (ii) gives butanamide; (iii) dehydrates it to butanenitrile, . (iv) The Grignard adds once to the nitrile to give the magnesium imine salt, which (v) hydrolyses to the ketone , pentan-2-one.
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