Which of the following can distinguish?
`CH_3 - overset(overset(CH_3)(|))CH - NH_2 and CH_3 - CH_2 - overset(overset(H)(|))N - CH_3`

Options

A. `(COOC_2 H_5)_2`
B. `NaNO_2+ HCI`
C. `CS_(2) , HgCI_(2)`
D. `Ag_(2) O,Delta`

Answer

To determine which of the two amines can be distinguished using a specific reagent, we need to analyze the structures of the given compounds and the nature of the amines.

### Step-by-Step Solution:

1. **Identify the Structures**:
- The first compound is **CH₃-CH(NH₂)-CH₃**, which is a primary amine because the nitrogen atom is attached to one carbon and two hydrogens.
- The second compound is **CH₃-CH₂-NH-CH₃**, which is a secondary amine because the nitrogen atom is attached to two carbons and one hydrogen.

2. **Understand the Nature of Primary and Secondary Amines**:
- Primary amines can undergo certain reactions that secondary amines cannot. This is crucial for distinguishing between them.

3. **Select a Reagent for Distinction**:
- A suitable reagent to distinguish between primary and secondary amines is **sodium nitrite (NaNO₂) in the presence of hydrochloric acid (HCl)**.
- When a primary amine reacts with this reagent, it forms a diazonium salt, which can be further converted to an alcohol. However, secondary amines do not react in the same way.

4. **Perform the Reaction**:
- When the primary amine (first compound) is treated with NaNO₂ and HCl, it will react to form a diazonium salt and subsequently an alcohol.
- The secondary amine (second compound) will not react with NaNO₂ and HCl, showing no change.

5. **Conclusion**:
- By observing the reaction, we can distinguish between the primary amine and the secondary amine. The primary amine will produce a noticeable product (alcohol), while the secondary amine will show no reaction.

### Final Answer:
The reagent that can distinguish between the two amines is **sodium nitrite (NaNO₂) in the presence of hydrochloric acid (HCl)**.

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