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Question

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

A
C2H5OC2H5
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B
CH3C|OCH3HCH3
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C
CH3CH2CH2OCH3
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D
CH3CH2CH2CH2OH
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Solution

The correct option is A C2H5OC2H5
C4H10O can have two structures :

CH3CH2CH2CH2OH and C2H5OC2H5.

Since it does not react with Na metal, it can not be an alcohol.

C2H5OC2H5+HexcessI2C2H5I+H2O

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