When benzene reacts with excess chlorine in the presence of anhydrous Alcl3, the product is formed
Question
When benzene reacts with excess chlorine in the presence of anhydrous Alcl3, the product is formed
Solution
When benzene (C6H6) reacts with chlorine (Cl2) in the presence of a catalyst like anhydrous AlCl3, a substitution reaction occurs. This reaction is known as Friedel-Crafts alkylation. Here are the steps:
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Generation of Electrophile: The reaction begins with the generation of an electrophile. The AlCl3, a Lewis acid, accepts a pair of electrons from a chlorine atom in Cl2, forming AlCl4- and a highly reactive Cl+ ion.
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Formation of Sigma Complex: The Cl+ ion, being an electrophile, attacks the benzene ring, which is rich in electrons due to its pi bonds. This results in the formation of a sigma complex, where one of the hydrogen atoms on the benzene ring is replaced by the Cl+ ion.
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Removal of Proton: In the final step, the AlCl4- ion abstracts a proton from the sigma complex, regenerating the AlCl3 catalyst and restoring the aromaticity of the benzene ring.
The final product of this reaction is chlorobenzene (C6H5Cl), with the chlorine atom replacing one of the hydrogen atoms on the benzene ring.
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