# Reaction between chlorobenzene and methyl chloride

What will be the product of the reaction between chlorobenzene and methyl chloride in the presence of anhydrous $\ce{AlCl3}$?

I think we should get 1-chloro-4-methylbenzene as the major product, as we'll have Friedel–Crafts alkylation. Is this correct? Or will we get toluene?

• The answer is there in the mechanism of reaction itself.Friedel craft reaction is an electrophilic substitution reaction.Though,your doubt is common when the concept of electrophilic substitution and nucleophilic substitution is not clear.Think what is the purpose of anh AlCl3 as catalyst.Once you find it you will have the answer (If this still doesn't address your problem please notify.thanks). – Abhishek P G Feb 28 '16 at 11:13
• @AbhishekPallipparagopakumar Actually I was quite sure of the product. It's the book which confused me. Thanks anyways :) – Gummy bears Feb 29 '16 at 4:38

Yes, the reaction will proceed by Friedel-Crafts alkylation: Firstly, the Lewis acid catalyst abstracts the chloride ion from methyl chloride, giving a reactive, electrophilic methenium ion. Then, electrons from the $\pi$ system of the benzene ring of chlorobenzene then attack the electrophilic ion. Finally, a proton is lost to restore aromaticity of the ring, giving the product.