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Method by which Aniline cannot be prepared is:

  1. A
    Reduction of nitrobenzene with in ethanol.
  2. B
    Potassium salt of phthalimide treated with chlorobenzene followed by hydrolysis.
  3. C
    Hydrolysis of phenylisocyanide with acidic solution.
  4. D
    Degradation of benzamide with bromine in alkaline solution.

Solution & Step-by-step Explanation

Option (B) refers to the Gabriel Phthalimide Synthesis. This method cannot be used to prepare primary aromatic amines like aniline because aryl halides (chlorobenzene) do not undergo nucleophilic substitution with the phthalimide anion under ordinary conditions due to resonance stabilization of the bond.

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Method by which Aniline cannot be prepared is:
A
Reduction of nitrobenzene with in ethanol.
B
Potassium salt of phthalimide treated with chlorobenzene followed by hydrolysis.
C
Hydrolysis of phenylisocyanide with acidic solution.
D
Degradation of benzamide with bromine in alkaline solution.

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