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(I), (III) and (IV) only

Only (IV)

Only (II)

(III) and (IV) only

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Only compound (II) which has a ketonic group does not form a silver mirror when treated with Tollen’s reagent. ### Explanation of Tollen's Reagent Tollen's reagent is a solution of silver nitrate ($AgNO_3$) in ammonia ($NH_3$) that is used to test for the presence of aldehydes. When an aldehyde is present, it reduces the silver ions ($Ag^+$) to metallic silver, which deposits as a shiny silver mirror on the inner surface of the test tube. ### Reaction with Aldehydes and Ketones 1. **Aldehydes**: Aldehydes have the functional group -CHO, which is easily oxidized. When they react with Tollen's reagent, they are oxidized to carboxylic acids, and in the process, they reduce the silver ions to metallic silver, resulting in the formation of a silver mirror. Example Reaction: $$ RCHO + [O] \rightarrow RCOOH $$ 2. **Ketones**: Ketones, on the other hand, have the functional group -C(=O)-R, where R can be any alkyl or aryl group. Ketones are generally resistant to oxidation by Tollen's reagent because they lack a hydrogen atom directly attached to the carbonyl carbon. Therefore, they do not undergo oxidation and do not reduce the silver ions. Example Reaction: $$ RC(=O)R' + [O] \rightarrow \text{No reaction} $$ ### Conclusion Since only compound (II) contains a ketone group, it does not react with Tollen's reagent, and thus does not produce a silver mirror. In contrast, compounds containing aldehyde groups will react positively, leading to the formation of a silver mirror.

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