Question:

Assertion (A): Aromatic primary amines can be prepared by Gabriel phthalimide synthesis. Reason (R): Aryl halides do not undergo nucleophilic substitution with phthalimide ion. Choose the correct option:

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Gabriel synthesis works only for aliphatic primary amines. It does not work for aryl halides → Aromatic amines cannot be prepared this way.
  • Both Assertion (A) and Reason (R) are true and Reason (R) is the correct explanation of the Assertion (A).
  • Both Assertion (A) and Reason (R) are true, but Reason (R) is not the correct explanation of the Assertion (A).
  • Assertion (A) is true, but Reason (R) is false.
  • Assertion (A) is false, but Reason (R) is true.
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The Correct Option is D

Solution and Explanation

Concept: Gabriel phthalimide synthesis is used to prepare primary amines by nucleophilic substitution of alkyl halides using phthalimide ion.
Step 1: Check Assertion (A). Gabriel synthesis works well with alkyl halides. Aryl halides do not undergo nucleophilic substitution easily due to resonance stabilization of the C–X bond. Hence, aromatic primary amines cannot be prepared by Gabriel synthesis. Assertion is false.
Step 2: Check Reason (R). Aryl halides resist nucleophilic substitution with phthalimide ion. This is a true statement.
Step 3: Select correct option. Assertion is false, Reason is true.
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