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Question 82 of 83

Q.Which of the following compounds will not undergo Friedel-Crafts reaction easily ?

(a) Nitrobenzene
(b) Toluene
(c) Cumene
(d) Xylene
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The question asks which compound will NOT easily undergo the Friedel-Crafts reaction.

Nitrobenzene does not undergo Friedel-Crafts reactions easily, because the strongly electron-withdrawing -NO2 group deactivates the aromatic ring.

Friedel-Crafts alkylation/acylation is an electrophilic aromatic substitution requiring an electron-rich ring to attack the electrophile (generated with anhydrous AlCl3). The ease of the reaction depends on the substituents already on the ring:

  • Electron-donating groups (like -CH3 in toluene and xylene, or the isopropyl group in cumene) activate the ring and make Friedel-Crafts reactions easy.
  • Strongly electron-withdrawing groups deactivate the ring. …

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