Chapter 16, Problem 16.64AP

Interpretation Introduction

Interpretation:

The reason as to why anisole protonates on oxygen in concentrated ${\text{H}}_{\text{2}}{\text{SO}}_{\text{4}}$ while $\text{1, 3, 5-trimethoxybenzene}$ protonates on the carbon of the ring is to be stated. Also, the structure of each conjugate acid is to be drawn.

Concept introduction:

Electron donating groups substituted on the aromatic ring are those which donates electron to the aromatic ring. Electron donating groups are ortho and para-directing. Electron withdrawing groups substituted on the aromatic ring are those which withdraw the electrons of the aromatic ring towards themselves and are meta-directing.