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Which reagent can be used to replace the diazonium group (–N2+Cl−) in benzene diazonium chloride with iodine?

1. HI
2. NaOI
3. PI3
4. KI

Correct answer: KI

Solution

Iodobenzene is obtained simply by warming benzenediazonium chloride with potassium iodide (KI); the -N2+ group is replaced by iodine with loss of N2. No Cu catalyst is needed, unlike for Cl/Br (Sandmeyer).

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