Question

Given below are two statements:
Statement I: Aniline does not undergo Friedel-Crafts alkylation reaction.
Statement II: Aniline cannot be prepared through Gabriel synthesis.
In the light of the above statements, choose the correct answer from the options given below

• A. Both Statement I and Statement II are true.
• B. Both Statement I and Statement II are false.
• C. Statement I is correct but Statement II is false.
• D. Statement I is incorrect but Statement II is true

Answer 1

The Correct Option is A

Aniline, a primary aromatic amine, does not react via Friedel-Crafts alkylation. This is because the nitrogen atom's lone pair of electrons neutralizes the Lewis acid catalyst (e.g., AlCl₃), forming a deactivating complex. Therefore, Statement I is true.

Concerning Statement II, Gabriel synthesis prepares primary amines from alkyl halides by alkylating phthalimide and subsequent hydrolysis. However, this method is ineffective for aryl amines like aniline, as aryl halides (e.g., bromobenzene) resist the nucleophilic substitution essential for the synthesis. Consequently, Statement II is also true.

Based on these findings, both assertions are accurate: Both Statement I and Statement II are true.