Q. 195.0( 4 Votes )
Why does benzene undergo electrophilic substitution reactions easily and nucleophilic substitutions with difficulty?
Benzene is a planar molecule having delocalized electrons above and below the plane of its ring. Hence, it is an electron-rich species, due to which it is highly attractive to electron deficient
species i.e., electrophiles.
Therefore, it undergoes electrophilic substitution reactions very easily.
Nucleophiles are electron-rich species. Hence, they are repelled by benzene(an electron-rich species). Hence, benzene undergoes nucleophilic substitutions with difficulty.
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