Asked in NUMS 2017 2017Moderate

Activation of the benzene ring in aniline can be decreased by treating with:

Correct answer: D. Acetyl chloride

  • A. Dil HCL
  • B. Ethyl alcohol
  • C. Acetic acid
  • D. Acetyl chloride

Explanation

In aniline, the amino group is an electron-releasing group. It activates the benzene ring towards an electrophilic aromatic substitution reaction. The activating effect of the amino group is reduced by acetylations. The acetyl group being electron withdrawing attracts the lone pair of electrons of the N-atoms towards itself.

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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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