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An organic compound having molecular, C(...

An organic compound having molecular, `C_(4)H_(10)O` does not react with metallic sodium. On heating this compound with excess of constant boiling HI (density 1.7 g/mL) in a sealed tube, yields ethyl iodide as the only organic compound. What is the organic compound?

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(i) Since the compound with M.F. `C_(4)H_(10)O` does not react with metallic solution, it cannot be an alcohol
(ii) Since on heating with excess of HI in a sealed tube, it gives ethyl iodide as the only organic compound, therefore, it must be diethyl ether.
`underset("Diethyl ether")(CH_(3)CH_(2)-O-CH_(2)CH_(3))+2HI overset(Delta)to underset("Ethyl iodide")(2CH_(3)CH_(2)-I)+H_(2)O`
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