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Question

An organic compound of molecular formula C4H10O does not react with sodium. With excess of HI, it gives only one type of alkyl iodide. The compound is :

A
unsymmetrical ether
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B
symmetrical ether
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C
alcohol
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D
none of these
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Solution

The correct option is B symmetrical ether
When ether (R-O-R') is treated with HI, it us cleaved into R-OH and R'-I or R-I and R'-OH. If the two alkyl groups (R and R') are same, i.e. if the ether is symmetrical ether, then we will get only one type of alkyl iodide.

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