Chapter 18, Problem 18.62SP

Two structures for the sugar glucose are shown on page 914. Interconversion of the open-chain and cyclic hemiacetal forms is catalyzed by either acid or base.

1. a. Propose a mechanism for the cyclization, assuming a trace of acid is present.
2. b. The cyclic hemiacetal is more stable than the open-chain form, so very little of the open-chain form is present at equilibrium. Will an aqueous solution of glucose reduce. Tollens reagent and give a positive Tollens test? Explain.