Question
How can you obtain iodoethane from ethanol when no other iodine containing reagent except NaI is available in the laboratory?

Answer

Ethanol is converted to chloroethane and Cl can be replaced by I.
$\text{C}_2\text{H}_2\text{OH}+\text{HCl}\xrightarrow{ \ \text{ZnCl}_2 \ \ }\text{C}_2\text{H}_2\text{Cl}\xrightarrow{ \ \text{Nal} \ \ \ }\text{C}_2\text{H}_2\text{I}$

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