Cellulose upon acetylation with excess acetic anhydride/$\mathrm{H}_{2}\mathrm{SO}_{4}$ (catalytic) gives cellulose triacetate whose structure is

JEE Advanced · 2008 · 13 Apr 2008 · Paper 2 · Biomolecules

Cellulose upon acetylation with excess acetic anhydride/

H_{2} SO_{4}

(catalytic) gives cellulose triacetate whose structure is

(A)(see structure)
✓ Correct
(B)(see structure)
(C)(see structure)
(D)(see structure)

Answer: (A)

Solution

Cellulose has β(1→4) glycosidic linkages between glucose units. Upon acetylation with excess acetic anhydride in the presence of catalytic

H_{2} SO_{4}

, all three hydroxyl groups on each glucose unit are converted to acetate esters, forming cellulose triacetate. The correct structure maintains the β(1→4) linkage with three acetyl groups per glucose unit.

JEE Advanced · 2008 · 13 Apr 2008 · Paper 2 · Single correct option

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