2024 AminesReactivity and Preparation of Aniline Medium Question 11 of 61 in Amines

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

The answer is C.

Solution

Statement I: Aniline forms a salt with $AlCl_3$ (Lewis acid); the positive charge on nitrogen is strongly electron-withdrawing and deactivates the ring, so aniline does not undergo Friedel-Crafts alkylation. True. Statement II: Aryl halides do not undergo nucleophilic substitution with the anion of phthalimide, so aniline cannot be prepared by Gabriel phthalimide synthesis. True. So both statements are true.

Concept Why aniline fails in Friedel-Crafts reaction and Gabriel synthesis

Amines in past papers

61 questions from this chapter have appeared across 27 exam years.