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JEE Advanced 2019 Paper 1 · Chemistry · Biomolecules and Polymers · medium

(s) about carbohydrates and polymers.

One or more options correct

Select the correct statement(s) about carbohydrates and polymers.
  1. A. Sucrose shows mutarotation because it has a free hemiacetal group on its fructose unit.
  2. B. D-Glucose, D-mannose and D-fructose all give the same osazone with excess phenylhydrazine.
  3. C. Cellulose consists of α\alpha-D-glucose units joined through C1−C4\mathrm{C1{-}C4} glycosidic links.
  4. D. Natural rubber is a polymer of isoprene in which all the double bonds have trans configuration.
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Answer: B

(A) In sucrose the anomeric carbons of glucose (C-1) and fructose (C-2) are joined to each other through the glycosidic oxygen, so neither unit has a free hemiacetal group; sucrose is non-reducing and does not show mutarotation; false. (B) Osazone formation with excess PhNHNH2\mathrm{PhNHNH_2} involves only C-1 and C-2. D-Glucose and D-mannose differ only at C-2, and D-fructose has the carbonyl at C-2; after conversion the C-1 and C-2 carbons become identical CH=NNHPh\mathrm{CH{=}NNHPh} and C=NNHPh\mathrm{C{=}NNHPh} groups, with C-3 to C-6 unchanged, so all three give the same osazone; true. (C) Cellulose has β\beta-D-glucose units linked β\beta-1,4; false. (D) Natural rubber is cis-1,4-polyisoprene (gutta-percha is the trans form); false.
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