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Biomolecules question

2017 · Shift 0 · Q2
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Biomolecules question

2017 · Shift 0 · Q2

JEE MainChemistryBiomoleculesMCQ+4 / −1
Which of the following compounds will behave as a reducing sugar in an aqueous KOH solution?
  1. A
    JEE Main 2017 (Offline) Chemistry - Biomolecules Question 159 English Option 1
  2. B
    JEE Main 2017 (Offline) Chemistry - Biomolecules Question 159 English Option 2
  3. C
    JEE Main 2017 (Offline) Chemistry - Biomolecules Question 159 English Option 3
  4. D
    JEE Main 2017 (Offline) Chemistry - Biomolecules Question 159 English Option 4
View written solutionFree

Correct answer: D

  1. Key concept: reducing sugar

    A sugar behaves as a reducing sugar if, in solution, it can produce a free aldehyde group or an α\alphaα-hydroxy ketone that can tautomerize to an aldehyde under alkaline conditions.

    In aqueous KOH\mathrm{KOH}KOH, even some ketoses can behave as reducing sugars because of enediol rearrangement.

  2. Condition for reduction behavior in alkaline medium

    In alkaline solution, a carbohydrate will be reducing if it has:

    • a free hemiacetal / hemiketal carbon (so ring can open), or
    • can undergo tautomerism to form an aldehyde.

    If the anomeric carbon is locked in a full acetal/glycosidic linkage, it is non-reducing.

  3. About the given options

    The actual structures/options are not visible in the prompt, so the determination must rely on the stored answer and the standard criterion above.

    Since the stored correct answer is D, that implies option D is the compound with a free anomeric carbon / ability to form an open-chain aldehyde (or tautomerizable ketose) in aqueous KOH\mathrm{KOH}KOH, and therefore behaves as a reducing sugar.

  4. Conclusion

    Hence, the compound that behaves as a reducing sugar in aqueous KOH\mathrm{KOH}KOH is:

    D\boxed{\text{D}}D​

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