

$l.p.$ $\Rightarrow$ lower priority
$2 \mathrm{E}-2$ - bromo hex $-2 -$ en $-4-$yne
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$CHC{l_3}\xrightarrow{{Air/hv}}x\xrightarrow[{Excess}]{{{C_6}{H_6}\,/\,Anhy\,AlC{l_3}}}y$ , $y$ will be
$\begin{array}{*{20}{c}}
{{{(C{H_3})}_2}CH - C{H_2}CH = CH - CH - CHC{H_3}} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,{C_2}{H_5}}
\end{array}$