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Question

Although chlorine is an electron withdrawing group, yet it is ortho-, para- directing in electrophilic aromatic substitution reaction. Explain why it is so?

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Solution

The -I Effect of chlorine withdraws electrons from a benzene ring. Hence to destabilize the intermediate resonance structures.
The negative charge accumulates at ortho-para positions. Hence electrophile likely attaches ortho and para positions.

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