Question

Assertion: Aromatic $1^{\circ }$ amines can be prepared by Gabriel Phthalimide Synthesis.

Reason: Aryl halides undergo nucleophilic substitution with anion formed by phthalimide.

• A. Assertion is correct statement but reason is wrong statement.
• B. Assertion is wrong statement but reason is correct statement.
• C. Both assertion and reason are wrong.
• D. Both assertion and reason are correct statements but reason is not the correct explanation of assertion.
• E. Both assertion and reason are correct statements and reason is correct explanation of assertion.

Answer 1

The correct option is C Both assertion and reason are wrong.

Assertion:

Gabriel phthalimide synthesis is used for the preparation of aliphatic primary amines and not aromatic primary amines.

Phthalimide on treatment with aqueous or ethanolic potassium hydroxide forms potassium salt of phthalimide which on heating with alkyl halide followed by alkaline hydrolysis produces the corresponding primary amine.

Aromatic primary amines cannot be prepared by this method because aryl halides do not undergo nucleophilic substitution with the anion formed by phthalimide.


So, the assertion is wrong.

Reason:

Aryl halides do not undergo nucleophilic substitution with anion formed by phthalimide.

So, the reason is wrong.

Hence, both assertion and reason are wrong.

Therefore Option (A) is correct.