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Q. An organic compound of molecular formula $C_{4}H_{10}O$ does not react with sodium. With excess of $HI$, it gives only one type of alkyl halide. The compound is

UP CPMTUP CPMT 2012Alcohols Phenols and Ethers

Solution:

Symmetrical ether (here ethoxyethane) gives only one type of halide with excess of $HI$.
$\underset{\text{Ethoxyethane}}{C_2H_5OC_2H_5}+2HI \rightarrow 2C_2H_5I +H_2O$