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Q. A typical compound which undergoes both Cannizaro reaction and aldol condensation is

Uttarkhand PMTUttarkhand PMT 2011

Solution:

Since, $2$-methyl propanal contains one $\alpha-H$, it undergoes aldol condensation.
Surprisingly, it also undergoes cannizaro reaction.
$2\left( CH _{3}\right)_{2} CHCHO \xrightarrow[473\,K]{NaOH}\left( CH _{3}\right)_{2} CHCOONa +\left( CH _{3}\right)_{2} CH - CH _{2} OH$