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Chemistry Question on Alcohols, Phenols and Ethers

An organic compound, C3H6O{{C}_{3}}{{H}_{6}}O does not give a precipitate with 2,42, 4-dinitrophenyl hydrazine reagent and does not react with metallic sodium. It could be

A

CH3−CH2−CHOC{{H}_{3}} - C{{H}_{2}}-CHO

B

CH2=CH−CH2OHC{{H}_{2}}=CH-C{{H}_{2}}OH

C

CH3−CO−CH3C{{H}_{3}}-CO-C{{H}_{3}}

D

CH2=CH−O−CH3C{{H}_{2}}=CH-O-C{{H}_{3}}

Answer

CH2=CH−O−CH3C{{H}_{2}}=CH-O-C{{H}_{3}}

Explanation

Solution

Since, the compound does not give a precipitate with 2,42, 4-dinitrophenylhydrazine, it cannot be an aldehyde or a ketone. Further since it does not react with metallic sodium, therefore, it cannot be an alcohol. Thus, the compound C3H6O{{C}_{3}}{{H}_{6}}O must be an ether ie, option is correct.