Compound A is a D-aldopentose that can be oxidized to an optically inactive aldaric acid B. On Kiliani-Fischer chain extension, A is converted into C and D; C can be oxidized to an optically active aldaric acid E, but D is oxidized to an optically inactive aldaric acid F. What is the structure of compound F?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter25: Biomolecules: Carbohydrates
Section25.SE: Something Extra
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Compound A is a D-aldopentose that can be oxidized to an optically inactive
aldaric acid B. On Kiliani-Fischer chain extension, A is converted into C and D;
C can be oxidized to an optically active aldaric acid E, but D is oxidized to an
optically inactive aldaric acid F.
What is the structure of compound F?
Transcribed Image Text:Compound A is a D-aldopentose that can be oxidized to an optically inactive aldaric acid B. On Kiliani-Fischer chain extension, A is converted into C and D; C can be oxidized to an optically active aldaric acid E, but D is oxidized to an optically inactive aldaric acid F. What is the structure of compound F?
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