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JEE Main levelSingle correct optionDifficulty 2 of 3hx151

Chlorobenzene is mononitrated with conc. and conc. . Which statement is correct?

  1. ANitration is slower than for benzene, and the major product is 1-chloro-4-nitrobenzene with 1-chloro-2-nitrobenzene as the minor product
  2. BNitration is slower than for benzene, and the major product is 1-chloro-3-nitrobenzene
  3. CNitration is faster than for benzene, and the major product is 1-chloro-3-nitrobenzene
  4. DNitration is as fast as for benzene, giving equal ortho and para products only

Answer: A

Chlorine deactivates the ring (-I > +R) so the reaction is slower than for benzene, but its +R effect directs to ortho and para. The para product is major because it is less hindered; the ortho isomer is the minor product.
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