# How to explain the products of the nucleophilic aromatic substitution of 1-chloro-3-methylbenzene with NaOH?

I guess this reaction is a nucleophilic aromatic substitution where $\ce{ONa-}$ is the nucleophile $\ce{Cl-}$ the leaving group, is that right?

Methyl group is a ortho-, para- director. So why should I have a meta product here? Don't we need an electron withdrawing group ($\ce{NO2}$ , carbonyl) in a NAS-reaction which is at ortho or para positions to the leaving group?

I am a bit confused about the shown picture.

• Could be because of ipso substitution. This link might help. – Avyansh Katiyar Feb 14 '18 at 15:18
• thank you for the link. the ipso subst leaving group seems to be at ortho or para positions as ı mentioned. but in the reaction ı provided it is at meta. that is what is confusing me – Taylan Feb 14 '18 at 15:24