
$(I)\,\,CH_2 =CH-CH_2Cl$ $(II)\,\,CH_2=CH-CH(CH_3) Cl$
$(III)\,\,CH_2 =C(CH_3)CH_2Cl$ $(IV)\,\, CH_3CH = CH-CH_2Cl$
$(1)$ $CH_3CH_2-CH_2-OH$
$(2)$ $\begin{array}{*{20}{c}}
{C{H_3} - C{H_2} - CH - OH} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{H_3}}
\end{array}$
$(3)$ $\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,\,\,C{H_3}} \\
\,\,\,\,\,\,|
\end{array}} \\
{C{H_3} - C{H_2} - C - OH} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{H_3}}
\end{array}$

$1.$ $\begin{array}{*{20}{c}}
{C{H_3}C{H_2}CHC{H_3}{\mkern 1mu} } \\
{{\mkern 1mu} \,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,{\,^ + }N{{(C{H_3})}_3}^ - OH}
\end{array}$ $\xrightarrow{{heat}}$ $\mathop {C{H_3}CH = CHC{H_3}}\limits_X $ $+$ $\mathop {C{H_3}C{H_2}CH = C{H_2}}\limits_Y $
$2.$ $\begin{array}{*{20}{c}}
{C{H_3}C{H_2}CHC{H_3}} \\
{\,\,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,Br}
\end{array}$ $\xrightarrow{{heat}}$ $\mathop {C{H_3}CH = CHC{H_3}}\limits_X $ $+$ $\mathop {C{H_3}C{H_2}CH = C{H_2}}\limits_Y $
