Question

Observe the following reaction sequence:
\[ \text{C}_4\text{H}_8 \xrightarrow{\text{HCl}} \text{C}_4\text{H}_7\text{Cl} \xrightarrow{\text{NH}_3} \text{C}_4\text{H}_9\text{NH}_2 \xrightarrow{\text{NaNO}_2 + \text{HCl}} \text{C}_4\text{H}_9\text{OH} \] Which of the following is the correct structure for A, B, and C?

• A. 1
• B. 2
• C. 3
• D. 4

Hint:

In a diazotization reaction, an amine is converted to a diazonium ion, which is then replaced by a hydroxyl group to form an alcohol.

Answer 1

The Correct Option is D

Step 1: Understanding the reaction sequence.
- In step 1, C₄H₈ (butene) undergoes electrophilic addition with HCl to form a chloroalkane.
- In step 2, the chloroalkane reacts with ammonia to form a primary amine.
- In step 3, the amine undergoes diazotization with NaNO₂ and HCl to form an alcohol.
Step 2: Identifying the structures.
- \(\text{A} = \text{CH}_2 = \text{CH} - \text{CH}_3\) (butene)
- \(\text{B} = \text{CH}_2 \text{CH}_3 \text{Cl}\) (butyl chloride)
- \(\text{C} = \text{CH}_3 \text{OH}\) (butanol)
Step 3: Conclusion.
The correct answer is (4) as it correctly represents the structures of A, B, and C.