MCQ
Which of the following reactions is possible?
  • A
    $\ce{Me_3​C−ONa + Me_3​C−Br \rightarrow Me_3​C−O−CMe_3}$​
  • B
    $\ce{Me_2​CH−ONa + Me_2​ + Me_2​CHMe_2​CHBr \rightarrow Me_2​CH−O−CHMe_2}$​
  • C
    $\ce{PhONa + PhBr \rightarrow PhOPh}$
  • $\ce{PhONa + CH_3​Br \rightarrow PhOCH_3}$

Answer

Correct option: D.
$\ce{PhONa + CH_3​Br \rightarrow PhOCH_3}$
Six types of ethers cannot be prepared by Williamson's synthesis.
Not feasible, $\ce{RX = 3^\circ , RONa} = 3^\circ $
Not feasible, $\ce{RX = 2^\circ , RONa} = 2^\circ $
Not feasible, $\ce{ArX,}$
Feasible, $\ce{RX = 1^\circ , ArONa}$

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