Which of the following compound does not react with Tollen's reagent?

Options

A.
B.
C.
D.

Answer

To determine which compound does not react with Tollens' reagent, we first need to understand the properties of Tollens' reagent and how it interacts with different types of organic compounds.

### Step-by-Step Solution:

1. **Identify Tollens' Reagent**:
Tollens' reagent is a solution of ammoniacal silver nitrate, which can be represented as Ag(NH3)2OH. It is used primarily to test for aldehydes.

**Hint**: Remember that Tollens' reagent is specifically used to identify aldehydes due to their ability to reduce silver ions to metallic silver.

2. **Understand the Reactivity**:
- **Aldehydes**: Aldehydes (RCHO) react with Tollens' reagent, resulting in the formation of a silver mirror due to the reduction of Ag+ ions to metallic silver.
- **Ketones**: Ketones (RC(=O)R') generally do not react with Tollens' reagent because they lack the hydrogen atom attached to the carbonyl carbon that is necessary for the reduction reaction.

**Hint**: Recall that the presence of a hydrogen atom directly bonded to the carbonyl carbon is crucial for a compound to react with Tollens' reagent.

3. **Analyze the Given Compounds**:
- **Compound A**: If it contains an aldehyde functional group (C=O with H), it will react with Tollens' reagent.
- **Compound B**: If it contains a ketone functional group (C=O with R and R'), it will not react with Tollens' reagent.
- **Compound C**: If it also contains an aldehyde functional group, it will react with Tollens' reagent.

**Hint**: Look for the functional groups in each compound. Aldehydes will react, while ketones will not.

4. **Determine the Correct Answer**:
Based on the analysis:
- If Compound A and Compound C are aldehydes, they will react with Tollens' reagent.
- If Compound B is a ketone, it will not react with Tollens' reagent.

Therefore, the compound that does not react with Tollens' reagent is **Compound B** (the ketone).

### Final Answer:
**Option B** does not react with Tollens' reagent.