Which of the following compounds can form alcohol with `NaNO_(2)//HCl`?

Options

A. `CH_3-underset(CH_3)underset(|)overset(CH_3)overset(|)C-NH_2`
B. `CH_3-underset(CH_3)underset(|)CH-NH_2`
C. `CH_3-CH_2-NH_2`
D. All of these

Answer

To determine which compounds can form alcohol with `NaNO2/HCl`, we will analyze the reaction of primary amines with these reagents. The process involves several steps:

### Step 1: Identify the Type of Amines
We start by identifying the type of amines present in the given compounds. The question states that all the compounds are primary amines, which have the general structure RNH2.

**Hint:** Remember that primary amines contain one alkyl group attached to the nitrogen atom along with two hydrogen atoms.

### Step 2: Understand the Reaction with NaNO2/HCl
The reaction of primary amines with sodium nitrite (NaNO2) in the presence of hydrochloric acid (HCl) leads to the formation of alcohols. This reaction is known as the **Vanslyke reaction**. The primary amine reacts to form a diazonium salt, which subsequently decomposes to yield alcohol.

**Hint:** The key reagent here is NaNO2, which reacts with primary amines to form diazonium salts, which can then be hydrolyzed to alcohols.

### Step 3: Mechanism of the Reaction
1. **Formation of Diazonium Salt:** The primary amine reacts with NaNO2 and HCl to form a diazonium salt.
- RNH2 + NaNO2 + HCl → R-N2^+Cl^- (diazonium salt)

2. **Hydrolysis of Diazonium Salt:** The diazonium salt can then undergo hydrolysis in the presence of water to form an alcohol.
- R-N2^+Cl^- + H2O → R-OH + N2 + HCl

**Hint:** The nitrogen gas (N2) is released during the hydrolysis, which is a characteristic of this reaction.

### Step 4: Conclusion
Since all the compounds given in the options are primary amines, they will all react with NaNO2/HCl to form alcohols. Therefore, the correct answer is that all of the compounds can form alcohols.

**Final Answer:** Option D: All of these.