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Q. Ethyl chloride is converted into diethyl ether by

AIPMTAIPMT 1999Alcohols Phenols and Ethers

Solution:

$C _{2} H _{5} Cl + Na _{2} OC _{2} H _{5} \longrightarrow C _{2} H _{5}- O - C _{2} H _{5}+ NaCl$
It is an example of Williamson's synthesis.
Limitations of Williamson's Synthesis
$3^{\circ}$ alkyl halide does not gives Williamson's synthesis if $3^{\circ}$ alkyl halide used in reaction then alkene formed.