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Question

Why H2SO4 cannot be used along with KI in the conversion of an alcohol to an alkyl iodide?

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Solution

In presence of sulfuric acid, KI produce HI.
2KI+H2SO42KHSO4+2HI
Since, H2SO4 is oxidising agent, it oxidises HI.
2HI+H2SO4I2+SO2+H2O
As a result, the reaction between alcohol and HI to produce alkyl iodine cannot occur. Therefore sulphuric acid can't be used.

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