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Question
Given below are two statements:
Statement I: Aniline does not undergo a 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
Statement I is correct, but Statement II is false.
Statement I is incorrect, but Statement II is true.
Both Statement I and Statement II are true.
Both Statement I and Statement II are false.
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Solution
Both Statement I and Statement II are true.
Explanation:
The positive charge on nitrogen is powerfully electron-withdrawing, which deactivates the ring for further acylation or alkylation reactions. Consequently, aniline does not undergo Friedel-Craft alkylation.
Phthalimide does not undergo nucleophilic substitution with aryl halides. Therefore, it is impossible to synthesise aniline through Gabriel phthalimide synthesis.
Therefore both the statements are correct.
