Question

Identify the major product obtained in the reaction of chlorobenzene with chlorine in presence of anhydrous \(\mathrm{FeCl}_3\).

• A. 1,2-Dichlorobenzene
• B. 1,3-Dichlorobenzene
• C. 1,4-Dichlorobenzene
• D. 1,3,5-Trichlorobenzene

Hint:

Chlorine is an ortho-para director; the para product is major because of less steric hindrance.

Answer 1

The Correct Option is C

Step 1: Understanding the Concept
Chlorination with \(\text{Cl}_2/\text{FeCl}_3\) is electrophilic aromatic substitution. The \(-\text{Cl}\) group on the ring deactivates it but directs the new group to ortho and para positions.

Step 2: Product Distribution
Both 1,2- and 1,4-dichlorobenzene form.

Step 3: Major Product
The para isomer forms in larger amount because the ortho position is more crowded.

Step 4: Compare the options
1,4-Dichlorobenzene is option (C).

Final Answer:
The major product is 1,4-dichlorobenzene. \[ \boxed{\text{(C) }\text{1,4-Dichlorobenzene}} \]