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Compound A is a D-aldopentose that can be oxidized to an optically active aldaric acid B....

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

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Answer #1

The D-aldopentoses have three chiral centers, these are the four structures of D-aldopentoses.



D-Arabinose

D-Lyxose

D-Ribose

D-Xylose

Kilani-Fischer synthesis of D-arabinose leads to two products D-Glucose and D-mannose,if (A) is D-Arabinose which gives (C)D-Mannose , and (D) is D-glucose. (C) on oxidation gives optically inactive (meso) compound, and (D) on oxidation gives optically active D- Glucose, both D-arabinose and D-Lyxose will give us the statements mention in the question.

B Must be the optically active adipic acid and not aldaric acid

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