CHXII12:ALDEHYDES KETONES AND CARBOXYLIC ACIDS
323825
Identify the reagent used in the following conversion.
\({\text{Pent - 3 - enenitrile}}\xrightarrow{{\text{A}}}{\text{Pent - 3 - enal}}\)
1 \(\mathrm{AlH}(\mathrm{i}-\mathrm{Bu})_{2} / \mathrm{H}_{3} \mathrm{O}^{+}\)
2 \(\mathrm{K}_{2} \mathrm{Cr}_{2} \mathrm{O}_{7} / \mathrm{H}_{2} \mathrm{SO}_{4}\)
3 \(\mathrm{H}_{2} / \mathrm{Pd}, \mathrm{BaSO}_{4}\)
4 \(\mathrm{SnCl}_{2} / \mathrm{HCl}\)
Explanation:
DIBAL-H reduces cyanides to aldehydes. It does not affect

\({\text{C}}{{\text{H}}_{\text{3}}} - \mathop {{\text{CH}} = {\text{CH}} - {\text{C}}{{\text{H}}_{\text{2}}}}\limits_{{\text{ Pent - 3 - enenitrile }}} - {\text{C}} \equiv {\text{N}}\xrightarrow[{{{\text{H}}_{\text{3}}}{{\text{O}}^{\text{ + }}}}]{{{\text{AlH (i - Bu}}{{\text{)}}_{\text{2}}}}}\)
\({\text{C}}{{\text{H}}_{\text{3}}} - \mathop {{\text{CH}} = {\text{CH}} - {\text{C}}{{\text{H}}_{\text{2}}}}\limits_{{\text{ Pent - 3 - enol}}} - {\text{CHO}}\)