Hi, I'm currently doing a preparatory worksheet for some advanced benzene mechanisms. I'm having a bit of trouble with this question.
Explain why it is much more difficult to hydrolyse 1-chloro-4-ethyl-benzene than (1-chloro-ethyl)benzene (2)
Is it to do with the declocalised pi electrons?
Thanks for your help
Draw them out. Think of the mechanism. In one case the Cl is attached to an sp3 carbon whereas in the other it is attatched to an sp2 carbon which makes up the benzene ring.