Question
(1) Can aniline react with a Lewis acid?
(2) Why aniline does not undergo Frledel – Craft’s reaction using aluminium chloride?
(2) Why aniline does not undergo Frledel – Craft’s reaction using aluminium chloride?
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Answer
(1) Aniline reacts with a Lewis acid, forms salt.
(2) Aniline does not undergo Friedcl-Crafr’s reaction (alkylation and acetylation) due to salt formation with aluminium chloride (Lewis acid), which is used as catalyst. Due to this, nitrogen of anime acquires + ve charge and hence acts as strong deactivating effect on the ring and makes it difficult for electrophilic attack.
(2) Aniline does not undergo Friedcl-Crafr’s reaction (alkylation and acetylation) due to salt formation with aluminium chloride (Lewis acid), which is used as catalyst. Due to this, nitrogen of anime acquires + ve charge and hence acts as strong deactivating effect on the ring and makes it difficult for electrophilic attack.
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