Chapter 24, Problem 64PP

Interpretation Introduction

Interpretation:

The open-chain form two aldohexoses should be identified which undergoes Wohl degradation to yield D-ribose.

Concept introduction:

The Wohl degradation: D-glucose is reaction with hydroxylamine and sodium methoxide which yields oxime then resultant oxime is reaction with acetic anhydride in acetic acid with sodium acetate which afforded pentaacetyl glycononitrile. In this reaction step the oxime is converted into the nitrile with simultaneous conversion of all the alcohol groups to acetate groups. Finally, sodium methoxide in methanol is added to the reaction which yields the final degradation compound.

To find: open-chain form twoaldohexoses(a).