$1.$ $\begin{array}{*{20}{c}}
{C{H_3}C{H_2}CHC{H_3}{\mkern 1mu} } \\
{{\mkern 1mu} \,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,{\,^ + }N{{(C{H_3})}_3}^ - OH}
\end{array}$ $\xrightarrow{{heat}}$ $\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 $
$(1)$ $\begin{matrix}
O\,\,\,\,\,\,\,\,\,\,\, \\
||\,\,\,\,\,\,\,\,\,\,\,\, \\
{{H}_{3}}C-C-C{{H}_{2}}-Cl \\
\end{matrix}$
$(2)$ ${{H}_{2}}C-C{{H}_{2}}-C{{H}_{2}}-Cl$
$(3)$ ${{({{H}_{3}}C)}_{3}}C-Cl$