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Question #45000

Difficulty: 8/10 | 🟢 Free

The Question

Compound X\textbf{X} is \ce2−O−α−D−glucopyranosyl−L−ascorbicacid\ce{2-O-\alpha-D-glucopyranosyl-L-ascorbic acid}, a synthetic water-soluble conjugate of Vitamin C. A 1.0 mol1.0\text{ mol} sample of X\textbf{X} is treated with excess Tollens' reagent (ammoniacal \ceAgNO3\ce{AgNO3}) at 298 K298\text{ K}, yielding x molx\text{ mol} of elemental silver precipitate. A separate 1.0 mol1.0\text{ mol} sample of X\textbf{X} is subjected to complete acidic hydrolysis, carefully neutralized, and then treated with excess Tollens' reagent at 298 K298\text{ K}, yielding y moly\text{ mol} of elemental silver precipitate. Assuming standard 2-electron oxidations for all reactive moieties, what are the values of xx and yy?

Options

  • A.

    x = 0, y = 4

  • B.

    x = 2, y = 4

  • C.

    x = 0, y = 2

  • D.

    x = 2, y = 2

Check Your Answer

Correct Answer

Step-by-Step Solution

Explanation

How the Examiner Thinks

Mechanism_Trap

Don't get tricked by the process! Learn the mechanical traps used in competitive exam questions.

Concepts Behind This Question

Vitamin Solubility Logic|Reducing Sugar Criteria|Glycosidic Linkage Geometry

Why This Question Is Tricky

Common Mistakes

The core trap is the assumption that any carbohydrate or Vitamin C derivative is inherently a reducing agent.

Students often memorize 'Vitamin C is a strong reducing agent' and 'Glucose is a reducing sugar' without analyzing the specific structural requirements (the free enediol for ascorbic acid and the free hemiacetal for glucose).

By linking them at their reactive centers (C-2 of ascorbic acid and C-1 of glucose), both moieties are locked.

Furthermore, the problem tests the stability of acetals in basic media (Tollens' reagent), preventing in situ hydrolysis, whereas deliberate acid hydrolysis restores the reducing power of both molecules, testing stoichiometric knowledge of the Tollens reaction.

Quick Facts About This Question

Question Information

SubjectChemistry
ChapterBiomolecules - Class 12
ConceptVitamin Solubility Logic
Difficulty8
Cognitive Load7
Target Solve Time160 sec
AccessFree