\(\,\begin{array}{*{20}{c}}
{C{H_3}C{H_2}} \\
{C{H_3}C{H_2}}
\end{array} > C < \begin{array}{*{20}{c}}
{OMgBr} \\
{C{H_2}C{H_3}}
\end{array}\xrightarrow{{{H_2}O/{H^ + }}}\)
\(\begin{array}{*{20}{c}}
{\,\,\,\,OH} \\
| \\
{C{H_3}C{H_2} - C - C{H_2}C{H_3}} \\
| \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{H_2}C{H_3}}
\end{array}\, + \,Mg(OH)Br\)
$(I)\,\,CH_3CH_2OH + HCl \xrightarrow{{Anh.\,\,ZnC{l_2}}}$
$(II)\,\,CH_3CH_2OH + HCl \rightarrow$
$(III)\,\,(CH_3)_3COH + HCl \rightarrow$
$(IV)\,\,(CH_3)_2CHOH + HCl \xrightarrow{{Anh.\,\,ZnC{l_2}}}$
$\begin{matrix}
O\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \,\, \\
||\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
N\equiv C-C{{H}_{2}}-C-C{{H}_{2}}-CH=C{{H}_{2}}\to \\
\end{matrix}$ $\begin{matrix}
OH\,\,\,\,\,\,\,\,\, \\
|\,\,\,\,\,\,\,\,\, \,\,\,\, \\
N\equiv C-C{{H}_{2}}-\underset{H}{\mathop{C}}\,-C{{H}_{2}}-CH=C{{H}_{2}} \\
\end{matrix}$