
- A$(4E)-5-$Bromo-hex$-4-$en$-2-$yne
- B$(2E)-2-$Bromo-hex$-4-$yn$-2-$ene
- ✓$(2E)-2-$Bromo-hex$-2-$en$-4-$yne
- D$(4E)-5-$Bromo-hex$-2-$en$-4-$yne

$l.p.$ $\Rightarrow$ lower priority
$2 \mathrm{E}-2$ - bromo hex $-2 -$ en $-4-$yne
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$\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{H_3}} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\
{C{H_3} - CH - C{H_2} - C - C{H_3}} \\
{\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,OH\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,OH\,}
\end{array}$ and $\begin{array}{*{20}{c}}
{C{H_2} - CH - C{H_2}} \\
{|\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,} \\
{CN\,\,\,\,\,\,\,\,CN\,\,\,\,\,\,\,\,CN\,\,}
\end{array}$
