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Although chlorine is an electron withdra...

Although chlorine is an electron withdrawing group, yet it is ortho-, para- directing in electrophilllic aromatic subsititution reactions. Explain why it is so?

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Knowledge Check

  • Reimer Tiemann introduces an aldehyde group on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicylaldehydes as depicted below. The electrophile in this reaction is

    A
    :CHCI
    B
    `:""^+(CHCl)2`
    C
    :`C Cl_2`
    D
    :`C Cl_3`

  • Reimer Tiemann introduces an aldehyde group on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicylaldehydes as depicted below. The electrophile in this reaction is

    A
    :CHCI
    B
    `:""^+CHCl)2`
    C
    :CCl_2`
    D
    :CCl_3`

  • Reimer Tiemann introduces an aldehyde group on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicylaldehydes as depicted below. The structure of the intermediate (X) is

    A
    B
    C
    D