Fundamentals of Organic ChemistryChemistryBiomolecules
Which functional groups of glucose interact to form a cyclic hemiacetal, leading to its pyranose structure?
Options
- AAldehyde group and hydroxy group at C-4
- BKetone group at C-2 and hydroxy group at C-5
- CAldehyde group and hydroxy group at C-6
- DAldehyde group and hydroxy group at C-5
Correct answer
D. Aldehyde group and hydroxy group at C-5
Step-by-step solution
Glucose is an aldohexose with an aldehyde group at C-1 and hydroxyl groups at C-2, C-3, C-4, C-5, and C-6. To form a stable six-membered cyclic structure known as a pyranose ring, the nucleophilic hydroxyl group at C-5 attacks the electrophilic carbonyl carbon of the aldehyde group at C-1. This intramolecular reaction results in the formation of a cyclic hemiacetal containing five carbon atoms and one oxygen atom in the ring. Therefore, the pyranose structure of glucose is formed by the interaction between the alde