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KCET · Chemistry · Hydrocarbons

The method by which aniline cannot be prepared is

  1. A nitration of benzene followed by reduction with \(\mathrm{Sn}\) and conc. \(\mathrm{HCl}\)
  2. B degradation of benzamide with bromine in alkaline solution
  3. C reduction of nitrobenzene with \(\mathrm{H}_{2} / \mathrm{Pd}\) is ethanol
  4. D potassium salt of phthalimide treated with chlorobenzene followed by the hydrolysis with aqueous \(\mathrm{NaOH}\) solution
Verified Solution

Answer & Solution

Correct Answer

(D) potassium salt of phthalimide treated with chlorobenzene followed by the hydrolysis with aqueous \(\mathrm{NaOH}\) solution

Step-by-step Solution

Detailed explanation

Aryl halides do not undergo nucleophilic substitution with potassium phthalimide under ordinary conditions. Thus, method \((d)\) cannot be used for preparation of aniline.