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Question

in halogenation of benzene by sandmeyer s reactn, why dont we use cuprous iodide for formation of iodo benzene like we used cuprous chloride or bromide for bromo or chloro benzene?

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Solution

The choice of reagent that is used in any particular organic reaction depends upon nature of group that is being introduced on the substrate. In Sandmeyer's reaction as well, the reagent that is employed depends upon the nature of the functional group that is being introduced on the benzene ring. Out of Cl-, Br- and I-, I- is the strongest nucleophile, hence it does not require a strong reagent like Cu2I2 to deliver the iodide ion. Sufficiently good yield can be obtained with KI.


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