Chapter 13, Problem 36P

Interpretation Introduction

Interpretation:

The reasonable structures for the two compounds formed in the reaction of $\text{1, 2, 3, 4, 5-pentafluoro-6-nitrobenzene}$ with sodium methoxide are to be suggested.

Concept introduction:

Aryl halides (halogens attached to the $\text{benzene}$ ring) generally do not undergo nucleophilic aromatic substitution reaction, until and unless there are strong deactivating groups present either ortho and para to the halogen in the ring.

Nitro group (${\text{-NO}}_{\text{2}}$) is a strong deactivating group, and it helps in the nucleophilic substitution of the halogens from the $\text{benzene}$ ring.

In nucleophilic aromatic substitutions, the most common aryl halides are those that have o- or p-nitro substituents.

Nucleophilic aromatic substitution reactions follow the second order rate law in which the rate of the reaction depends on the concentration of aryl halide and the nucleophile.