Question

A student is given one compound among the following compounds that gives positive test with Tollen's reagent. The compound is:

• A. B
• B. A
• C. C
• D. D

Hint:

Hemiacetals give positive Tollen’s test, while acetals do not.

Answer 1

The Correct Option is C

The question asks which compound gives a positive test with Tollen's reagent. Tollen's reagent is used to identify aldehydes and some alpha-hydroxy ketones. A compound gives a positive Tollen's test if it can reduce the Tollen's reagent, indicating the presence of an aldehyde group or an alpha-hydroxy ketone.

In the given options:

1. Option A and B are esters, which do not give a positive Tollen's test as they cannot oxidize Tollen's reagent.
2. Option C is a cyclic compound with an alpha-hydroxy ketone group. Alpha-hydroxy ketones can oxidize Tollen's reagent, giving a positive test.
3. Option D is another cyclic compound, but it doesn't have an aldehyde or alpha-hydroxy ketone group.

Therefore, only compound C with the alpha-hydroxy ketone group will give a positive Tollen's test.

Conclusion: Option C is the correct answer as it gives a positive Tollen's test