Question
In the mechanism for electrophilic aromatic substitution with a diazonium ion as the electrophile, why does nucleophilic attack occur on the terminal nitrogen atom of the diazonium ion rather than on the nitrogen atom bonded to the benzene ring?
Step 1
It consists of a nitrogen atom triple bonded to another nitrogen atom, with the terminal nitrogen carrying a positive charge. The nitrogen atom bonded to the benzene ring is also bonded to a chloride ion. Show more…
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In the mechanism for electrophilic aromatic substitution with a diazonium ion as the electrophile, why does nucleophilic attack occur on the terminal nitrogen of the diazonium ion rather than on the nitrogen that has the formal positive charge?
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Topic 4 : Aromatic Hydrocarbons
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