The set of meta directing functional groups from the following sets is:
(A)−CN,−NH2,−NHR,−OCH3
(B)−NO2,−NH2,−COOH,−COOR
(C)−NO2,−CHO,−SO3H,−COR✓ Correct
(D)−CN,−CHO,−NHCOCH3,−COOR
Answer: (C)
Solution
A substituent directs incoming electrophiles to the meta position when it withdraws electron density from the ring by resonance (−M effect), leaving the ortho and para positions comparatively electron-poor. −NO2, −CHO, −SO3H, and −COR are all electron-withdrawing groups with a −M effect through their polarised, electronegative multiple bond conjugated with the ring, so all four are meta directors. The other sets mix in o/p-directing groups such as −NH2, −NHR, −OCH3, or −NHCOCH3, which donate electron density into the ring by resonance.
JEE Main · 2024 · 01 Feb 2024 · Shift 2 · Single correct option