Nitrogen Containing CompoundMedium
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:
Options
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
Solution
Sol. [Key Concept: Reactivity and preparation of aniline]
Both statements are true. In the usual Friedel–Crafts conditions, the aniline nitrogen binds strongly to the Lewis acid AlCl₃, deactivating the ring and preventing normal alkylation. Gabriel phthalimide synthesis uses nucleophilic substitution on suitable alkyl halides; ordinary aryl halides do not undergo the required SN2 displacement to give aniline. Hence, option (3).
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