Q. 133.5( 4 Votes )

Chlorobenzene is formed by reaction of chlorine with benzene in the presence of AlCl3. Which of the following species attacks the benzene ring in this reaction?
A. Cl

B. Cl+

C. AlCl3

D. [AlCl4]

Answer :

Aluminum chloride is a Lewis acid catalyst and works in the same way as FeCl3 does. Benzene is converted into chlorobenzene by chlorination of benzene in the presence of AlCl3. The reaction occurs by electrophilic substitution. Cl2 forms a coordination complex with AlCl3, forming Cl+AlCl4- complex, which gives a slight positive charge to Cl and AlCl4- is negatively charged. This Cl+ then reacts with the aromatic double bond of the benzene ring to form an addition product, followed by deprotonation to form chlorobenzene and AlCl3 and HCl as side products. The correct option is (ii).

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