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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

  1. AC-1 and C-5
  2. BC-2 and C-6
  3. CC-2 and C-5
  4. 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.

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