Consider the following reaction `CH_(3)-overset(NH_(2))overset("| ")"CH"-CH_(3)overset(NaNO_(2)//"conc. HCl")rarr CH_(3)-overset(OH)overset("| ")"CH"-CH_(3)+"mirror byproduct"` Minor by product (s) is/are

Options

A. 2 - chloro propane
B. Propene
C. Isopropyl nitrite
D. All of these

Answer

To solve the problem, we need to analyze the given reaction step by step. The reaction involves an amine being treated with sodium nitrite (NaNO2) and concentrated hydrochloric acid (HCl), which leads to the formation of an alcohol and various minor byproducts.

### Step 1: Identify the Reactants
The reactants in the reaction are:
- An amine: \( CH_3-CH-CH_3 \) with an amino group (\( NH_2 \))
- Sodium nitrite (\( NaNO_2 \))
- Concentrated hydrochloric acid (\( HCl \))

### Step 2: Understand the Reaction Mechanism
When the amine is treated with \( NaNO_2 \) and \( HCl \), the amine undergoes a diazotization reaction. The amino group (\( NH_2 \)) is converted to a diazonium ion (\( R-N_2^+ \)), which is unstable and can lead to the formation of a carbocation.

### Step 3: Formation of Carbocation
The reaction proceeds as follows:
1. The amine (\( NH_2 \)) is converted to a diazonium ion (\( R-N_2^+ \)).
2. The diazonium ion is unstable and loses nitrogen gas (\( N_2 \)) and chloride ion (\( Cl^- \)), forming a carbocation (\( CH_3-CH^+-CH_3 \)).

### Step 4: Nucleophilic Attack
The carbocation can undergo nucleophilic attack by different species:
1. **Hydroxide Ion (\( OH^- \))**: This leads to the major product, which is the alcohol.
2. **Chloride Ion (\( Cl^- \))**: This can lead to the formation of a chloroalkane.
3. **Nitro Group (\( NO_2^- \))**: This can also attack the carbocation, forming a nitroalkane.

### Step 5: Identify Minor Byproducts
From the above steps, we can identify the minor byproducts:
1. **Chloroalkane**: When \( Cl^- \) attacks the carbocation, we get \( CH_3-CH(Cl)-CH_3 \), which is 2-chloropropane.
2. **Nitroalkane**: When \( NO_2^- \) attacks the carbocation, we get \( CH_3-CH(NO_2)-CH_3 \), which is isopropyl nitrite.
3. **Alkene**: The carbocation can also lose a proton to form propene (\( CH_3-CH=CH_2 \)).

### Final Answer
The minor byproducts formed in this reaction are:
- 2-chloropropane
- Isopropyl nitrite
- Propene

Thus, all three products are minor byproducts of the reaction.

### Summary of Minor Byproducts:
1. **2-chloropropane**
2. **Isopropyl nitrite**
3. **Propene**