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why does (CH 3 ) 2 CHCHO gives cannizarros rxn despite having an alpha hydrogen?

why does (CH3)2CHCHO gives cannizarros rxn despite having an alpha hydrogen?

Grade:12

1 Answers

saboo
20 Points
5 years ago
To undergo complete aldol reaction (i.e. to give \alpha , \beta unsaturated aldehyde) at least two hydrogens are required. So, the compound in the question undergoes aldol which is reversible but failts to go through irreversible dehydration step and thus on increasing the concentration of base, it can undergo the alternative cannizzaro reaction to give irreversible products.

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