Q.

The increasing order of the reactivity of the following compounds towards electrophilic aromatic substitution reactions is:
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a

III < I < II

b

III < II < I

c

I < III < II

d

II < I < III

answer is C.

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Detailed Solution

  • Benzene undergoes electrophilic substitution reaction easily, because it has planar structure and delocalized electrons above and below the plane due to delocalization of electrons electrophile attacks easily. 
  • In chlorobenzene due to -I effect electron density decreases on benzene ring and attack of electrophile occurs slowly.
  •  In acetophenone it is electron withdrawing group deactivates the benzene ring. In toluene methane is electron releasing group which increases electron density on ortho and para position it will show electrophilic aromatic substitution more readily. 
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