MCQ
Identify the $D$ and $E$ in the following reaction
$\begin{array}{*{20}{c}}
{C{H_3} - CH - CH - C{H_3}\xleftarrow[{ether}]{{Na}}R\,' - Br\,\xrightarrow{{Mg}}'D'\,\xrightarrow{{{H_2}O}}E} \\
{\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\
{\,\,\,\,\,C{H_3}\,\,\,\,\,C{H_3}\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}
\end{array}$
- ✓$'D'\, \to \,\begin{array}{*{20}{c}}
{C{H_3}\,\,} \\
{|\,\,\,\,\,\,\,\,} \\
{C{H_3} - CH - MgBr}
\end{array}$ $,$ $'E'\, \to \,\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,C{H_3}\,\,} \\
{\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,} \\
{C{H_3} - CH - H}
\end{array}$ - B$'D'\, \to \,\begin{array}{*{20}{c}}
{\begin{array}{*{20}{c}}
{\,\,\,C{H_3}} \\
{|\,\,}
\end{array}\,\,} \\
{C{H_3} - C - MgBr} \\
{\,|\,\,\,\,\,} \\
{\,\,C{H_3}}
\end{array}$ $,$ $'E'\, \to \,\begin{array}{*{20}{c}}
{\,\,\,\,\begin{array}{*{20}{c}}
{\,\,\,C{H_3}} \\
{|\,\,}
\end{array}\,\,} \\
{C{H_3} - C - OH} \\
{\,\,\,\,|\,\,\,\,\,} \\
{\,\,\,\,\,\,C{H_3}}
\end{array}$ - C$'D'\, \to \,\begin{array}{*{20}{c}}
{\begin{array}{*{20}{c}}
{\,\,\,C{H_3}} \\
{|\,\,}
\end{array}\,\,} \\
{C{H_3} - C - MgBr} \\
{\,|\,\,\,\,\,} \\
{\,\,C{H_3}}
\end{array}$ $,$ $'E'\, \to \,\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,\begin{array}{*{20}{c}}
{\,\,\,C{H_3}} \\
{|\,\,}
\end{array}\,\,} \\
{C{H_3} - C - H} \\
{\,\,\,\,\,\,\,\,\,|\,\,\,\,\,} \\
{\,\,\,\,\,\,\,\,\,\,\,C{H_3}}
\end{array}$ - D$'D'\, \to \,\begin{array}{*{20}{c}}
{C{H_3}\,\,} \\
{|\,\,\,\,\,\,\,\,} \\
{C{H_3} - CH - MgBr}
\end{array}$ $,$ $'E'\, \to \,\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,C{H_3}\,\,} \\
{\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,} \\
{C{H_3} - CH - OH}
\end{array}$
