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$\begin{array}{*{20}{c}}
{O\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C \equiv CH\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,O\,\,\,} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,||\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,||\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\
{Cl - C - C{H_2} - C - C{H_2} - C{H_2} - C - C{H_3}} \\
{|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\
{C{H_2}\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\
{|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\
{C \equiv N\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}
\end{array}$ $\xrightarrow[{BaS{O_4}}]{{{H_2}/Pd}}\,'X'$