Question:
From the given following (A to D) cyclic structures, those which will not react with Tollen's reagent are :
\includegraphics[width=0.6\linewidth]{Screenshot 2026-02-04 151916.png}
From the given following (A to D) cyclic structures, those which will not react with Tollen's reagent are :
\includegraphics[width=0.6\linewidth]{Screenshot 2026-02-04 151916.png}
\includegraphics[width=0.6\linewidth]{Screenshot 2026-02-04 151916.png}
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Check the anomeric carbon (the one bonded to two oxygens). If it has an -OH group (hemiacetal), it's a "reducing" sugar and will react with Tollen's.
Updated On: Feb 4, 2026
- A and D
- B and C
- A and B
- B and D
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The Correct Option is D
Solution and Explanation
Step 1: Understanding the Concept:
Tollen's reagent ($[Ag(NH_3)_2]OH$) is used to detect aldehydes. In cyclic carbohydrates or similar structures, only hemiacetals can open up into an aldehyde form to give a positive Tollen's test. Acetals (where the anomeric carbon is bonded to two -OR groups) are stable in basic conditions and will not react.
Step 2: Detailed Explanation:
- Structures A and C typically represent hemiacetals (reducing sugars) which exist in equilibrium with their open-chain aldehyde forms. They react with Tollen's reagent.
- Structures B and D represent acetals or glycosides (non-reducing sugars) where the -OH group on the anomeric carbon has been replaced by an -OR group. Because they cannot revert to an open-chain aldehyde in the basic medium of Tollen's reagent, they will not react.
Step 3: Final Answer:
The structures that will not react are B and D.
Tollen's reagent ($[Ag(NH_3)_2]OH$) is used to detect aldehydes. In cyclic carbohydrates or similar structures, only hemiacetals can open up into an aldehyde form to give a positive Tollen's test. Acetals (where the anomeric carbon is bonded to two -OR groups) are stable in basic conditions and will not react.
Step 2: Detailed Explanation:
- Structures A and C typically represent hemiacetals (reducing sugars) which exist in equilibrium with their open-chain aldehyde forms. They react with Tollen's reagent.
- Structures B and D represent acetals or glycosides (non-reducing sugars) where the -OH group on the anomeric carbon has been replaced by an -OR group. Because they cannot revert to an open-chain aldehyde in the basic medium of Tollen's reagent, they will not react.
Step 3: Final Answer:
The structures that will not react are B and D.
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