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Biomolecules question

2016 · Shift 2 · Q13
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Biomolecules question

2016 · Shift 2 · Q13

JEE AdvancedChemistryBiomoleculesMultiple correct+4 / −2
For "invert sugar", the correct statement(s) is(are) (Given : specific rotations of (+)-sucrose, (+)-maltose, L-(−-−)-glucose and L-(+)-fructose in aqueous solution are +66 ∘{}^\circ∘, +140 ∘{}^\circ∘, −-− 52 ∘{}^\circ∘ and +92 ∘{}^\circ∘, respectively.)
  1. A
    "invert sugar" is prepared by acid catalyzed hydrolysis of maltose.
  2. B
    "invert sugar" is an equimolar mixture of D-(+)-glucose and D-(−-−)-fructose.
  3. C
    specific rotation of "invert sugar" is −-− 20 ∘{}^\circ∘.
  4. D
    on reaction with Br2Br_2Br2​ water, "invert sugar" forms saccharic acid as one of the products.
View written solutionFree

Correct answer: B, C

  1. What is invert sugar?
    Invert sugar is obtained by acid-catalyzed hydrolysis of sucrose: sucrose+H2O→H+glucose+fructose\text{sucrose} + H_2O \xrightarrow{H^+} \text{glucose} + \text{fructose}sucrose+H2​OH+​glucose+fructose Specifically, it gives an equimolar mixture of D-(+)-glucose and D-(-)-fructose.

  2. Check option A
    Option A says invert sugar is prepared by hydrolysis of maltose. This is incorrect. Maltose hydrolyses to two glucose units, not glucose + fructose.
    Hence, A is false.

  3. Check option B
    Invert sugar is indeed an equimolar mixture of D-(+)-glucose and D-(-)-fructose formed from sucrose hydrolysis.
    Hence, B is true.

  4. Check option C: specific rotation of invert sugar
    We are given:

    • LLL-(-)-glucose: −52∘-52^\circ−52∘
    • LLL-(+)-fructose: +92∘+92^\circ+92∘

    Therefore, their enantiomers will have equal and opposite rotations:

    • DDD-(+)-glucose: +52∘+52^\circ+52∘
    • DDD-(-)-fructose: −92∘-92^\circ−92∘

    Invert sugar is an equimolar mixture, so its specific rotation is the average: [α]=(+52)+(−92)2=−402=−20∘[\alpha] = \frac{(+52) + (-92)}{2} = \frac{-40}{2} = -20^\circ[α]=2(+52)+(−92)​=2−40​=−20∘ Hence, C is true.

  5. Check option D
    Br2Br_2Br2​ water is a mild oxidizing agent that oxidizes the aldehyde group of glucose to gluconic acid, but it does not oxidize the ketone group of fructose under these conditions. Also, saccharic acid is obtained by strong oxidation (e.g. with HNO3HNO_3HNO3​), not with Br2Br_2Br2​ water.
    Hence, D is false.

  6. Final correct options
    B, C\boxed{B,\ C}B, C​

  7. Comparison with stored answer
    Stored correct answer: B, C
    My derived answer: B, C
    Therefore, they agree.

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