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Example · Example 36

Q.Explain what happens to a solution of benzenediazonium chloride if it is allowed to warm above 10∘C10^\circ\text{C}, and name the organic product formed together with the gas that is evolved.

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On warming, water attacks the diazonium carbon as the departing nitrogen molecule leaves: C6H5N2++H2O→ΔC6H5OH+N2↑+H+\text{C}_6\text{H}_5\text{N}_2^+ + \text{H}_2\text{O} \xrightarrow{\Delta} \text{C}_6\text{H}_5\text{OH} + \text{N}_2\uparrow + \text{H}^+. This spontaneous hydrolysis is exactly why diazonium salts must be kept cold and used immediately for whatever OTHER transformation is actually …

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