Two molecules of the ketone shown undergo base-catalysed aldol addition, and the aldol is then dehydrated (loss of one $H X_{2} O$ only). Which structure is the final product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: C

The drawn compound is propanone (acetone). Aldol addition gives 4-hydroxy-4-methylpentan-2-one (Structure A, diacetone alcohol); loss of one water gives 4-methylpent-3-en-2-one (mesityl oxide). Structure B is saturated (needs reduction) and Structure D needs a third acetone.

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Two molecules of the ketone shown undergo base-catalysed aldol addition, and the aldol is then dehydrated (loss of one HX2​O only). Which structure is the final product?

Answer: C

More questions on Aldol and intramolecular aldol products of drawn carbonyls

Two molecules of the ketone shown undergo base-catalysed aldol addition, and the aldol is then dehydrated (loss of one $H X_{2} O$ only). Which structure is the final product?