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Fundamentals of Organic ChemistryChemistryAmines

Benzamide and benzylamine can be distinguished by:

Options

  1. Aboth cold dilute NaOH and cold dilute HCl
  2. Bcold dilute HCl
  3. Ccold dilute NaOH
  4. DNaNO ₂ and HCl at 0^ C , followed by -naphthol

Correct answer

B. cold dilute HCl

Step-by-step solution

Benzamide ( PhCONH₂ ) is a neutral compound and does not dissolve in cold dilute HCl or cold dilute NaOH . Benzylamine ( PhCH₂NH₂ ) is a primary aliphatic amine and is basic in nature. It reacts with cold dilute HCl to form a water-soluble salt, benzylammonium chloride. PhCH₂NH₂ + HCl PhCH₂NH₃^+Cl^- (soluble) Since benzylamine dissolves in cold dilute HCl while benzamide does not, cold dilute HCl can be used to distinguish between them. Answer: cold dilute HCl

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