MCQ
In Williamson synthesis of mixed ether having a primary and a tertiary alkyl group if tertiary halide is used, then
  • A
    Rate of reaction will be slow due to slow cleavage of carbon-halogen bond.
  • Alkene will be the main product
  • C
    Simple ether will form instead of mixed ether.
  • D
    Expected mixed ether will be formed.

Answer

Correct option: B.
Alkene will be the main product
b
The tertiary alkylhalide undergo elimination reaction to give alkenes

$\begin{array}{*{20}{c}}
  {\,\,\,\,\,\begin{array}{*{20}{c}}
  {\,\,\,\,C{H_3}\,\,} \\ 
  {|\,\,\,\,} 
\end{array}} \\ 
  {C{H_3} - C - X + } \\ 
  {\,\,\,\,\,|\,\,\,\,} \\ 
  {\,\,\,\,\,\,\,\,\,C{H_3}\,\,\,} 
\end{array}$   $NaOC_2H_5\,\to $ $\mathop {\begin{array}{*{20}{c}}
  {\,\,\,\,\,C{H_3}} \\ 
  {|\,} \\ 
  {C{H_3} - C = C{H_2}} 
\end{array}}\limits_{2\, - \,methyl\,propane} $

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  \begin{array}{*{20}{c}}
  {O\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\ 
  {||\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\ 
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