Which of the following compounds will react with Na to form 4,5- …

MCQ

Which of the following compounds will react with $Na$ to form $4,5-$ diethyloctane ?

A
$CH_3CH_2CH_2CH_2Br$
B
$\begin{array}{*{20}{c}}
{C{H_3}C{H_2}C{H_2} - CH - C{H_2}C{H_2}Br}\\
|\\
{\,\,\,\,\,\,\,C{H_3}}
\end{array}$
C
$\begin{array}{*{20}{c}}
{C{H_3}C{H_2}C{H_2}C{H_2} - CH - C{H_3}}\\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}\\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,Br\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}
\end{array}\,\,\,$
✓
$\begin{array}{*{20}{c}}
{C{H_3}C{H_2}C{H_2} - CH - C{H_2}C{H_3}}\\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}\\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,Br\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}
\end{array}$

✓

Answer

Correct option: D.

$\begin{array}{*{20}{c}}
{C{H_3}C{H_2}C{H_2} - CH - C{H_2}C{H_3}}\\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}\\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,Br\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}
\end{array}$

d
$\,\begin{array}{*{20}{c}}
{C{H_3} - C{H_2} - C{H_2} - CH - \boxed{Br + 2Na + Br} - CH - C{H_2} - C{H_2} + C{H_3}} \\
{|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,\,\,\,\,C{H_2}C{H_3}\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{H_2}C{H_3}\,\,\,\,\,}
\end{array}$ $\xrightarrow[{DE}]{{Na}}$ $\begin{array}{*{20}{c}}
{C{H_3} - C{H_2} - C{H_2} - CH - CH - C{H_2}C{H_2}C{H_3}} \\
{\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,\,\,\,C{H_2}\,\,\,\,\,C{H_2}} \\
{\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,} \\
{\,\,\,\,\,\,\,\,\,C{H_3}\,\,\,\,\,\,C{H_3}\,}
\end{array}$