Q40 / 155 · WBJEE 2026 · Chemistry

Which of the following statement(s) is/are correct about the given compound?
Figure

  • Correct answer
    A
    It exhibits ring-chain tautomerism
  • Correct answer
    B
    It forms osazone with phenylthydrazine
  • C
    It gives eight (8) stereoisomers
  • Correct answer
    D
    It responds to Tollen's reagent

Solution

The given compound is D-glucose, which is an aldohexose.

(A) D-glucose exhibits ring-chain tautomerism as it exists in an equilibrium between its open-chain aldehyde form and its cyclic hemiacetal forms ($\alpha$ and $\beta$ pyranose forms). Thus, this statement is correct.

(B) D-glucose reacts with three equivalents of phenylhydrazine to form glucosazone (an osazone). Thus, this statement is correct.

(C) The open-chain form of D-glucose has $4$ chiral centers. The total number of stereoisomers for this constitution is $2^4 = 16$, not $8$. Thus, this statement is incorrect.

(D) Being an aldose, it is a reducing sugar. The aldehyde group can be oxidized by Tollen's reagent, giving a positive test (silver mirror). Thus, this statement is correct.

Answer: It exhibits ring-chain tautomerism; It forms osazone with phenylthydrazine; It responds to Tollen's reagent

Hence, the correct answer is options: 'A', 'B', 'D'.

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