Solved: When heated to 100 C, d-idose undergoes a reversible loss of water and exists
Chapter 25, Problem 25.68(choose chapter or problem)
When heated to 100 C, d-idose undergoes a reversible loss of water and exists primarily as 1,6-anhydro-d-idopyranose. 100 C + H2O D-Idose HO H CH2OH H OH H OH HO H CHO 1,6-Anhydro-D-idopyranose HO H OCH2 OH H OH HO H CH (a) Draw d-idose in its pyranose form, showing the more stable chair conformation of the ring. (b) Which is more stable, a-d-idopyranose or b-d-idopyranose? Explain. (c) Draw 1,6-anhydro-d-idopyranose in its most stable conformation. (d) When heated to 100 C under the same conditions as those used for d-idose, d-glucose does not lose water and does not exist in a 1,6-anhydro form. Explain.
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