An alkylbromide (A) forms a Grignard reagent which on treatment w… - Vidyadip

MCQ

An alkylbromide $(A)$ forms a Grignard reagent which on treatment with water yield $n-$ hexane. When $A$ is treated with sodium in dry ether, $4, 5-$ diethyloctane is formed. The structure of $A$ is

A
$CH_3CH_2CH_2CH_2CH_2CH_2Br$
B
$\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,Br}\\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|}\\
{C{H_3}C{H_2}C{H_2}C{H_2}CHC{H_3}}
\end{array}$
✓
$\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,Br\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}\\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}\\
{C{H_3}C{H_2}C{H_2}CHC{H_2}C{H_3}}
\end{array}$
D
$\begin{array}{*{20}{c}}
{Br\,\,Br\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}\\
{|\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}\\
{C{H_3}CHCHC{H_2}C{H_2}C{H_3}}
\end{array}$

✓

Answer

Correct option: C.

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

c
$\begin{array}{*{20}{c}}
{2C{H_3} - C{H_2} - C{H_2} - CH - Br} \\
| \\
{\,\,\,\,\,C{H_2}} \\
| \\
{\,\,\,\,C{H_3}}
\end{array} + 2Na\xrightarrow{{dry\,ether}}$ $\begin{array}{*{20}{c}}
{C{H_3} - C{H_3} - C{H_3} - CH - CH - C{H_2} - C{H_2} - C{H_3}} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,{C_2}{H_5}\,\,\,\,\,\,{C_2}{H_{5\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}}}
\end{array}$

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