Which one of the following ethers on hydrolysis gives two different products that are successive members of homologous series?
Ethyl methyl ether is an example which on hydrolysis gives two products which are homologous to each other.
In case of symmetrical ethers, we get a single type of alcohol.
Ex. C2H5O−C2H5+H2Odil.H2SO4−−−−−−−−→2C2H5OH
But methoxy ethane, in case of mixed ethers like methoxy ethane the products are usually not singular.
CH3−O−C2H5+H2Odil.H2SO4−−−−−−−−→CH3OH+C2H5OH
methanol ethanol
This involves a SN2 nucleophilic reaction with OH− acting as the nucleophile. And we got methanol and ethanol as final product, which has a difference of −CH2 group.
Hence, these are homologous.