What is the product of a mixed aldol condensation between p-tolualdehyde (C8H8O) and acetone?
The major product should be (
The aldol condensation involves attack of an enolate ion on the base of a carbonyl compound to form a β-hydroxycarbonyl compound (an aldol).
The aldol can then dehydrate to form an α,β-unsaturated carbonyl compound.
The process requires an active methylene adjacent to a carbonyl group.
If there are two active methylenes, the condensation can occur on each side of the carbonyl group.
For example, benzaldehyde reacts with acetone to give dibenzalacetone.
By analogy, I predict that 4-methylbenzaldehyde will react with acetone to form (
The major product should be the more stable