Asked in ETEA MDCAT 2006 2006Moderate

The Cl Atom attached to benzene ring is:

Correct answer: C. o -& p -directing & deactivating

  • A. m-directing
  • B. o-directing
  • C. o -& p -directing & deactivating
  • D. o -& p -directing & activating

Explanation

Chlorine has a lone pair, so it can donate electrons to the benzene ring. Chlorine has high electronegativity, so it can withdraw the electron density from the ring. Chlorine increases electron density at the ortho and Para positions and decreases at the meta position, so it is ortho-para-directing.

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About Benzene and Aromatic Compounds

Benzene has a planar ring of delocalised π electrons, giving aromatic stability and equal carbon-carbon bond lengths. The topic covers resonance, electrophilic substitution reactions such as nitration, halogenation, sulphonation and Friedel-Crafts reactions, along with substituent effects and the distinction between substitution in benzene and addition in ordinary alkenes.

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