The acetal shown is hydrolysed with dilute aqueous acid. Which pair of compounds is formed?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: B

2,2-Dimethyl-1,3-dioxolane is the cyclic ketal of propanone with ethane-1,2-diol. Acid hydrolysis is the reverse of ketal formation: protonation, ring opening to an oxocarbenium ion and addition of water regenerate the ketone (propanone) and the diol.

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