The nitration of chlorobenzene gives major product as:
Answer & explanation
Correct answer: option 3
The correct answer is Option (3) → 1-Chloro-4-nitrobenzene
Reason:
In chlorobenzene (C₆H₅Cl), the –Cl group is:
- Ortho-para directing (due to +R effect of lone pair on chlorine)
- Deactivating (due to –I effect and partial double bond character in C–Cl)
During electrophilic aromatic substitution (nitration), the incoming nitro (NO₂⁺) group prefers the para position over ortho because:
- Para position faces less steric hindrance
- Ortho position has steric repulsion between –Cl and incoming –NO₂
- Although both ortho and para are activated relative to meta, para product dominates
Product distribution (typical):
- para-nitrophenol: ~70–75% (major product)
- ortho-nitrophenol: ~25–30%
- meta: negligible (because –Cl is not meta-directing)
Thus, the major product of nitration of chlorobenzene is: 1-Chloro-4-nitrobenzene (p-nitrochlorobenzene)