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ExamsJEE MainChemistry

L-isomer of tetrose X(C4H8O4) gives positive Schiff's test and has two chiral carbons. On acetylation 'X' yields triacetate. 'X' also undergoes following reactions. 'A' --HNO3--> 'X' --NaBH4--> 'B' Chiral compound Which of the following structures is X?

  1. Fischer projection with CHO at top, CH2OH at bottom, OH on right at C2, OH on right at C3, and H on left at both chiral centers
  2. Fischer projection with CHO at top, CH2OH at bottom, H on left and OH on right at C2, HO on left and H on right at C3
  3. Fischer projection with CHO at top, CH2OH at bottom, H on left and OH on right at C2, HO on left and OH on right at C3
  4. Fischer projection with CHO at top, CH2OH at bottom, HO on left and H on right at C2, HO on left and H on right at C3

Correct answer: Fischer projection with CHO at top, CH2OH at bottom, H on left and OH on right at C2, HO on left and H on right at C3

Solution

The correct structure for 'X' is the one that has two chiral centers and matches the description of the reactions it undergoes, including the positive Schiff's test and the formation of a triacetate upon acetylation. This structure also aligns with the stereochemistry required for the reactions indicated, confirming its identity as a tetrose.

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