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Choose the Best Answer · Q19

Q.The major products obtained when chlorobenzene is nitrated with HNO₃ and conc. H₂SO₄ are a) 1-chloro-4-nitrobenzene b) 1-chloro-2-nitrobenzene c) 1-chloro-3-nitrobenzene d) 1-chloro-1-nitrobenzene

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Step 1. Chlorobenzene nitrated with HNO3/conc. H2SO4 is a standard aromatic electrophilic substitution, with the ring-bound chlorine acting as an ortho/para director (via resonance donation of its lone pair into the ring, even while its inductive effect deactivates the ring overall).

Step 2. Between the ortho and para positions, the para product is favoured as the MAJOR product, since attack at the ortho position is more sterically crowded by the adjacent bulky chlorine. …

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