Page 176 - Pharm.Org.Chem-I 02-06-05-101
P. 176

Category                 Type         Example of Substituents
    Ortho–Para Directors  Strongly Activating      —NH₂, —NHR, —NR₂, —OH,
    Meta Directors                                 —O⁻
                          Moderately Activating
                                                   —NHCOR, —OCOR, —OR

                          Weakly Activating        —R (alkyl), —C₆H₅ (phenyl)
                          Weakly Deactivating
                          Moderately Deactivating  —F, —Cl, —Br, —I
                                                   —C≡N, —SO₃H, —COOH, —
                          Strongly Deactivating    COOR, —CHO, —COR
                                                   —NO₂, —NR₃⁺, —CF₃, —
                                                   CCl₃

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    In summary, all the activating substituents and the weakly deactivating halogens
    are ortho–para directors .
    whereas all substituents more deactivating than the halogens are meta directors.

    In other words, all substituents that donate electrons either by resonance or by
    hyperconjugation are ortho–para directors,
    whereas all substituents that cannot donate electrons are meta directors.

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