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प्रश्न
Aniline does not give Friedel-Crafts reaction. Give a reason.
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उत्तर
Aniline does not undergo Friedel-Craft's reaction because the reaction takes place in the presence of AlCl3, but AlCl3 is a Lewis acid, whereas aniline is a strong basic. Thus, aniline interacts with AlCl3 to produce a salt.

The positive charge on the N-atom prevents electrophilic substitution in the benzene ring. As a result, aniline does not undergo the Friedel-Craft reaction.
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Statement II: Aniline cannot be prepared through Gabriel synthesis.
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\[\ce{CH3 - CH2 - CH2 - I ->[NaCN] A ->[OH-][Partial hydrolysis] B ->[NaOH][Br2] \underset{(major)}{C}}\]
