The compound(s), which on reaction with will give the product having degree of rotation, []D = 52.7 is (are)- A

- B

- C

- D

View written solutionFree
Correct answer: C, D
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Identify what reaction is being asked
Reaction of an aldose sugar with oxidizes both terminal groups:
- aldehyde group at carboxylic acid
- primary alcohol at carboxylic acid
Thus an aldose gives the corresponding aldaric acid.
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Key fact about optical rotation given
The product with specific rotation corresponds to saccharic acid (glucaric acid), obtained from oxidation of D-glucose.
Therefore, we need to identify all compounds that on oxidation with give the same aldaric acid as glucose.
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Which sugars give the same aldaric acid?
On oxidation to aldaric acid, the configurations at the internal stereocenters are retained. Two aldoses can give the same aldaric acid if they differ only in interchange of the two ends of the carbon chain.
For aldohexoses, D-glucose and D-gulose form the same aldaric acid upon oxidation.
Hence, the compounds sought are the ones corresponding to glucose and gulose among the given structures.
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Match with options
From the given set, these correspond to:
- Option C
- Option D
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Conclusion
Therefore, the compounds that on reaction with give the product having are:
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Comparison with stored answer
Stored correct answer: C, D
My derived answer matches the stored answer.
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