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Fundamentals of Organic ChemistryChemistryBiomolecules

In an aqueous solution of D-glucose, the percentages of the - and -anomers at equilibrium are approximately:

Options

  1. A64 % and 36 %
  2. B36 % and 64 %
  3. C80 % and 20 %
  4. D20 % and 80 %

Correct answer

B. 36 % and 64 %

Step-by-step solution

In an aqueous solution, D-glucose undergoes mutarotation to form an equilibrium mixture of -D-glucopyranose and -D-glucopyranose. The specific rotation of pure -D-glucose is +112^ and that of pure -D-glucose is +18.7^ . The specific rotation of the equilibrium mixture is +52.7^ . Let the fraction of the -anomer be x and the -anomer be 1-x . 112x + 18.7(1-x) = 52.7 93.3x = 34 x 0.36 Thus, the equilibrium mixture contains approximately 36 % of the -anomer and 64 % of the -anomer. Answer: 36 % and 64 %

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