Fundamentals of Organic ChemistryChemistryBiomolecules
The formation of the furanose structure of fructose involves the intramolecular interaction of functional groups present at which of the following carbon atoms?
Options
- AC-1 and C-5
- BC-2 and C-6
- CC-2 and C-5
- DC-1 and C-4
Correct answer
C. C-2 and C-5
Step-by-step solution
Fructose is a ketohexose with the ketonic carbonyl group located at C-2. To form a five-membered furanose ring, an intramolecular hemiketal formation takes place. The hydroxyl group ( -OH ) present at C-5 attacks the carbonyl carbon at C-2. This interaction results in a cyclic structure containing four carbon atoms (C-2, C-3, C-4, C-5) and one oxygen atom, which is characteristic of a furanose ring.