Question

Identify the major product obtained when chlorobenzene is reacted with chlorine in the presence of anhydrous \(\text{FeCl}_{3}\).

• A. 1,2-Dichlorobenzene
• B. Benzene hexachloride
• C. 1,4-Dichlorobenzene
• D. 2,4,6-Trichlorobenzene

Hint:

The chlorine on the ring directs the new group to the ortho and para positions, and para is major.

Answer 1

The Correct Option is C

Step 1: Understanding the Concept
With \(\text{Cl}_2\) and anhydrous \(\text{FeCl}_3\) the reaction is electrophilic aromatic substitution.

Step 2: Directing effect
Chlorine is deactivating but ortho, para directing because of its lone pair resonance (+R effect).

Step 3: Major product
Both ortho and para products form, but the para isomer is major because of less steric hindrance. The major product is 1,4-dichlorobenzene.

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