Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 23 - Carbohydrates and Nucleic Acids - Problems - Page 1114: Problem 23-15

Answer

Percentages of the two anomers present at equilibrium are 28% of the alpha anomer and 72% of the beta anomer.

Work Step by Step

The specific rotation of alpha-D-galactopyranose is +150.7° and the specific rotation of beta-D-galactopyranose is +52.8°. a = fraction of alpha anomer b = fraction of beta anomer a $\times$ (+150.7°) + b $\times$ (+52.8°) = +80.2° a + b = 1 --> a = 1 - b (1 - b) $\times$ (+150.7°) + b $\times$ (+52.8°) = +80.2° +150.7° - b $\times$ (+150.7°) + b $\times$ (+52.8°) = +80.2° b $\times$ (+52.8° - (+150.7°)) = +80.2° - (+150.7°) - 97.9° $\times$ b = -70,5° /(- 97.9°) b = 0.72 a = 1 - b a = 0.28
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