The diazonium group is N₂⁺. Arenediazonium ions formed by primary aromatic amines are stable for a short time in solution at low temperatures (273-278 K), and their stability is explained based on resonance.
What is the diazonium group, and how does the stability of arenediazonium ions relate to resonance?
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The diazonium group is a functional group represented by the structure -N₂⁺X⁻, where X is an anion. In arenediazonium ions, the diazonium group is attached to an aromatic ring. The stability of arenediazonium ions is related to resonance. The diazonium ion can undergo resonance stabilization by delocalizing the positive charge onto the aromatic ring. This resonance contributes to the overall stability of the ion, making arenediazonium ions relatively stable. The resonance stabilization reduces the reactivity of the diazonium group and affects its behavior in various synthetic transformations, including the preparation of aromatic compounds and azo dyes.