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Q.

D-(+)-Glyceraldehyde ii) H2O/H+iii) HNO3i) HCN

The products formed in the above reaction are

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a

Two optically inactive products

b

One optically inactive and one meso product.

c

One optically active and one meso product

d

Two optically active products

answer is A.

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Detailed Solution

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The sequence: D-(+)-Glyceraldehyde → i) HCN ii) H₂O/H⁺ iii) HNO₃

gives two different tartaric acids: one meso and one optically active.

Stepwise Explanation

  1. HCN Addition (Kiliani–Fischer cyanohydrin synthesis):
    • D-(+)-Glyceraldehyde reacts with HCN to form two stereoisomeric cyanohydrins (introduction of a new chiral center).
  2. Hydrolysis (H₂O/H⁺):
    • The cyanohydrins are hydrolyzed to yield two different four-carbon aldonic acids (aldotetronic acids).
  3. Oxidation (HNO₃):
    • The aldonic acids are further oxidized by HNO₃ to give two stereoisomeric tartaric acids:
      • One is meso-tartaric acid (achiral, optically inactive due to internal symmetry).
      • The other is D-(+)-tartaric acid (chiral, optically active).

Final Products

  • Meso-tartaric acid (optically inactive)
  • D-(+)-tartaric acid (optically active)

These are exactly the structures shown in your image: one with mirror symmetry (meso) and one that is optically active. Thus, these are the two products formed from the Kiliani–Fischer synthesis starting from D-(+)-glyceraldehyde through the given steps.

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