BIO NMDCAT Carbohydrates
nmdcat.online June 27, 2026

The observation that a solution of pure α-D-glucose has a specific rotation of +112°, which slowly changes to +52.7° upon standing, is an example of

A. Epimerization at C-2
B. Mutarotation involving the interconversion of anomers
C. Tautomerization between keto and enol forms
D. Hydrolysis of the ring structure

📝 Explanation

This change in optical rotation is due to mutarotation. α-D-glucose (+112°) undergoes ring opening and reclosing to form an equilibrium mixture of β-D-glucose (+18.7°) and α-D-glucose, with the overall specific rotation settling at +52.7°.

📖 Additional Information

  • Epimerization at C-2
  • Mutarotation involving the interconversion of anomers
  • Tautomerization between keto and enol forms
  • Hydrolysis of the ring structure

This change in optical rotation is due to mutarotation. α-D-glucose (+112°) undergoes ring opening and reclosing to form an equilibrium mixture of β-D-glucose (+18.7°) and α-D-glucose, with the overall specific rotation settling at +52.7°.

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