$C{{H}_{3}}OH\xrightarrow{HI}C{{H}_{3}}I\xrightarrow{KCN}$
$C{{H}_{3}}CN\xrightarrow{\text{reduction}}X\xrightarrow{HN{{O}_{3}}}Y$


$STATEMENT-2$: The colour of the compound formed in the reaction of aniline with $\mathrm{NaNO}_2 / \mathrm{HCl}$ at $0^{\circ} \mathrm{C}$ followed by coupling with $\beta$-naphthol is due to the extended conjugation.