Maharashtra BoardEnglish MediumSTD 11 ScienceChemistryHydrocarbons4 Marks
Question
Explain the directive influence of nitro group in nitrobenzene. Explain why nitro group is a meta$-$directing group.
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Answer
$i.$ Meta directing group withdraws electrons from the aromatic ring by resonance, making the ring electron$-$deficient. Therefore, meta groups are ring deactivating groups.
$ii.$ Due to $-I$ effect, $-NO_2$ group reduces electron density in benzene ring on ortho and para positions. So, the attack of incoming group becomes difficult at ortho and para positions. The incoming group can attack on meta positions more easily.
$iii.$ The various resonance structures of nitrobenzene are as shown below:
$iv.$ It is clear from the above resonance structures that the ortho and para positions have comparatively less electron density than at meta positions. Hence, the incoming group/electrophile attacks on meta positions.
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