When a pyranose is in the chair conformation in which the

Chapter 21, Problem 66

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When a pyranose is in the chair conformation in which the CH 2 OH group and the C-1 OH group are both in axial positions, the two groups can react to form an acetal. This is called the anhydro form of the sugar (it has lost water). The anhydro form of d -idose is shown here. Explain why about 80% of d -idose exists in the anhydro form in an aqueous solution at 100 ?C , but only about 0.1% of d -glucose exists in the anhydro form under the same conditions.

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