Aldehydes without an alpha-hydrogen undergo Cannizzaro reaction, which is a type of disproportionation reaction.
\[
\text{Disproportionation: One molecule is reduced, another is oxidized.}
\]
In presence of conc. alkali:
\[
2\ch{C6H5CHO} \xrightarrow{NaOH} \ch{C6H5CH2OH} + \ch{C6H5COONa}
\]
Phenyl aldehyde (\ch{C6H5CHO}) lacks alpha-hydrogens, so it undergoes the Cannizzaro reaction.
Other compounds:
- \ch{C6H5COOH}, \ch{C6H5CH2OH}, \ch{C6H5CH3} do not undergo this reaction under same conditions.