CBSE 2025, Set 2

Question

**Assertion (A):** Aromatic primary amines cannot be prepared by Gabriel Phthalimide synthesis.

**Reason (R):** Aryl halides do not undergo nucleophilic substitution reaction with the anion formed by phthalimide. A). Both Assertion (A) and Reason (R) are true and Reason (R) is the correct explanation of the Assertion (A). B). Both Assertion (A) and Reason (R) are true, but Reason (R) is not the correct explanation of the Assertion (A). C). Assertion (A) is true, but Reason (R) is false. D). Assertion (A) is false, but Reason (R) is true.

Edvaya · Accepted Answer

The correct answer is Both Assertion (A) and Reason (R) are true and Reason (R) is the correct explanation of the Assertion (A).. **A is TRUE:** Gabriel Phthalimide synthesis cannot be used to prepare aromatic primary amines (ArNH₂). **R is TRUE and correctly explains A:** The synthesis requires S$_N$2 attack of the phthalimide anion on an alkyl halide. Aryl halides (Ar–X) have partial double bond character in the C–X bond (due to resonance with the ring), making backside attack impossible. S$_N$2 on aryl halides does not occur under normal conditions. **Answer: (A) — Both true, R correctly explains A.**

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Chemistry > Organic Chemistry > Amines

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