Fundamentals of Organic ChemistryChemistryBiomolecules
D-(+)-Glucose shows mutarotation because:
Options
- Ait is dextrorotatory
- Bit undergoes interconversion between its -D-(+)-glucopyranose and -D-(+)-glucopyranose structures via the open
- Cit undergoes interconversion between its pyranose and furanose structures
- Dit undergoes interconversion with D-(-)-fructose
Correct answer
B. it undergoes interconversion between its -D-(+)-glucopyranose and -D-(+)-glucopyranose structures via the open
Step-by-step solution
Mutarotation is the phenomenon of change in specific rotation of an optically active compound in solution with time, to an equilibrium value. In the case of D-(+)-glucose, mutarotation occurs because the -anomer and -anomer of D-glucopyranose interconvert in aqueous solution. This interconversion takes place via the open-chain aldehyde form, leading to an equilibrium mixture of -D-(+)-glucopyranose, -D-(+)-glucopyranose, and a trace amount of the open-chain form. Thus, the correct reason for mutarotation in D-(+)-g