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Give scientific reasons: The disaccharide sucrose gives negative Tollens test while the disaccharide maltose gives positive Tollens test.

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Question

Give scientific reasons:

The disaccharide sucrose gives negative Tollens test while the disaccharide maltose gives a positive Tollens test.

Short/Brief Note
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Solution

  1. The structure of sucrose contains glycosidic linkage between C-1 of α-glucose and C-2 of β-fructose.
  2. Since the potential aldehyde and ketone groups of both the monosaccharide units are involved in the formation of the glycosidic bond (i.e., α, β-1,2- glycosidic bond), sucrose is a non-reducing sugar and gives negative Tollen’s test.
  3. The glycosidic bond in maltose is in between C-1 of one glucose ring and C-4 of the other (i.e., α -1,4-glycosidic linkage).
  4. The hemiacetal group at C-1 of the second ring is not involved in the glycosidic linkage. Hence, maltose is a reducing sugar and gives positive Tollen’s test.
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Chapter 14: Biomolecules - Exercises [Page 320]

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Balbharati Chemistry [English] Standard 12 Maharashtra State Board
Chapter 14 Biomolecules
Exercises | Q 2. i. | Page 320

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