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Fundamentals of Organic ChemistryChemistryAmines

Identify the reaction that will NOT yield the product shown. (I) (II) (III) (IV)

Options

  1. AOnly (I)
  2. BOnly (II)
  3. COnly (III)
  4. DOnly (IV)

Correct answer

B. Only (II)

Step-by-step solution

Reaction (I) represents the acid-catalyzed hydrolysis of an amide, which correctly yields a carboxylic acid (butanoic acid). Reaction (II) shows the reduction of an amide using LiAlH₄ . The reduction of a primary amide with LiAlH₄ yields a primary amine, not an alcohol. Thus, butanamide will reduce to butan-1-amine ( CH₃CH₂CH₂CH₂NH₂ ), not butan-1-ol. This reaction will NOT yield the product shown. Reaction (III) represents the base-catalyzed hydrolysis of an amide, which correctly yields a carboxylate ion (butanoa

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