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Question

What happens when Benzene ring reacts with Pcl5

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Solution

Dear Student,

No product will be formed in this case. This is because, PCl5 predominantly behaves as a nucleophile and bezene donot show nucleophilic reactions easily due to the high electron density on the benzene nucleus.
Chlorination on benzene can be done when the nucleophilicity of the attacking Cl is reduced by some solvent or by some catalyst. For eg. if Clā€‹2 is added in presence of CCl4, then chlorobenzene can be formed. Also, if Cl2 is added in presence of AlCl3 or FeCl3, then also chlorination of benzene occurs to give chlorobenzene.

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