Exactly how many discrete moles of acetic anhydride () are stoichiometrically consumed to completely and fully acetylate one single mole of closed-ring cyclic -D-glucopyranose?

Question

Exactly how many discrete moles of acetic anhydride ($Ac_2O$) are stoichiometrically consumed to completely and fully acetylate one single mole of closed-ring cyclic $\alpha$ -D-glucopyranose?

Prashant Kotian · Accepted Answer

Correct answer: C. In its highly stable cyclic pyranose form, -D-glucose definitively possesses exactly five free reactive hydroxyl () groups per molecule (one active hemiacetal at C1, and four standard aliphatic alcoholic groups at C2, C3, C4, C6). Each hydroxyl strictly consumes exactly one equivalent of acetic anhydride, totalling 5.

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