Chemistry > Aromatic Compounds > 8.0 Orientation and Reactivity in Electrophilic Aromatic Substitution

  Aromatic Compounds
    1.0 The Structure of Benzene
    2.0 Electrophilic Aromatic Substitution Reactions
    3.0 Nitration
    4.0 Sulphonation
    5.0 Halogenation
    6.0 Friedel-Crafts Alkylation
    7.0 Friedel-Crafts Acylation
    8.0 Orientation and Reactivity in Electrophilic Aromatic Substitution
    9.0 Ortho / Para Ratio
    10.0 Reactions of Alkyl Benzenes

8.1 Donation of electrons into a benzene ring by resonance

If a substituent is attached to the benzene ring by an atom that is doubly or triply bonded to a more electronegative atom, $\pi $ the electrons of the ring can be delocalized on to the substituent. Such substituents are said to withdraw electrons by resonance. Substituents such as $ - C = O,{\text{ - }}C \equiv N,$, and $N{O_2}$ withdraw electrons by resonance. These substuents also withdraw electrons inductively because the atom attached to the benzene ring is more electronegative than a hydrogen.
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