Which of the following compound(s) would NOT undergo mutarotation in aqueous solution?

Question

Quizplus · Accepted Answer

Mutarotation is the process by which an anomeric carbon in a hemiacetal or hemiketal changes from one anomeric form to another, and this process occurs in aqueous solution due to the equilibration between different anomers. Compound I contains a hemiacetal and will undergo mutarotation. Compound III contains a hemiketal and will also undergo mutarotation. However, compounds II and IV are both acetal derivatives and are already in their stable, non-reducing form, so they will not undergo mutarotation. Therefore, the answer is B, II and IV.

Which of the Following Compound(s) Would NOT Undergo Mutarotation in Aqueous