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Question

Question: The following reaction is performed:...

The following reaction is performed:

A

A bicyclic hemiacetal

B

A bicyclic acetal

C

A bicyclic enol ether

D

A bicyclic ether

Answer

A bicyclic acetal

Explanation

Solution

The starting material is a bicyclic acetal. The reaction shown is the acid-catalyzed hydrolysis of an acetal, which yields a carbonyl compound and two molecules of alcohol (or one molecule of diol in this case, forming a cyclic hemiacetal intermediate which then opens to a keto-alcohol). The question asks for the nature of the starting material, not the product. The structure depicted is a cyclic acetal formed from a ketone and a diol.