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NEET 2019 · ChemistryDerivative reactivityPrevious Year Question

The major product of the following reaction is: benzene-1,2-dicarboxylic acid (phthalic acid) ?

Answer: (B) (B) Phthalimide (benzene fused to a five-membered cyclic imide). \textbf{Answer:} (B) Phthalimide (benzene fused to a five-membered cyclic imide) \textbf{Solution:} Phthalic acid reacts with ammonia to give the ammonium salt/diamide, which on strong heating undergoes intramolecular cyclodehydration (loss of water and ammonia).

  1. A.(A) Aromatic ring bearing one and one group (mono-amide)
  2. B.(B) Phthalimide (benzene fused to a five-membered cyclic imide)✓
  3. C.(C) Aromatic ring bearing one and one group (anthranilic-acid type)
  4. D.(D) Aromatic ring bearing two groups (ortho-diamine)

Correct Answer

(B) (B) Phthalimide (benzene fused to a five-membered cyclic imide)

Solution & Explanation

\textbf{Answer:} (B) Phthalimide (benzene fused to a five-membered cyclic imide) \textbf{Solution:} Phthalic acid reacts with ammonia to give the ammonium salt/diamide, which on strong heating undergoes intramolecular cyclodehydration (loss of water and ammonia). The two ortho carboxyl groups close onto a single nitrogen to form a five-membered cyclic imide fused to the benzene ring, namely phthalimide.

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