Concept:Acidic hydrolysis of an ether cleaves the
C−O bond and gives the two alcohols corresponding to the alkyl groups attached to oxygen.
Explanation:Consider ethoxypropane, which is
C2​H5​−O−C3​H7​.
On hydrolysis, it gives ethanol and propanol:
C2​H5​−O−C3​H7​+H2​O→C2​H5​OH+C3​H7​OHEthanol is
C2​H5​OH and propanol is
C3​H7​OH.
These two alcohols differ by one
−CH2​− group.
Therefore, they are successive members of the same homologous series.
Methoxymethane gives only methanol, while methoxypropane gives methanol and propanol, which are not successive members.
Thus, the ether that gives two different successive products on hydrolysis is ethoxypropane.
Answer:Option C: Ethoxypropane.