Chapter 22, Problem 22.1YT

Interpretation Introduction

Interpretation:

The electrophilic addition products for the reaction in equation $\text{22-1}$ and $\text{22-2}$ are to be drawn, and it is to be shown that they are nonaromatic.

Concept introduction:

In electrophilic addition reactions, an electrophile adds across the carbon-carbon double or triple bond. However, note that benzene does not undergo electrophilic aromatic reactions. This lack of reactivity is attributed to the stability of benzene’s aromatic pi system. The addition of HCl or Cl₂ to benzene destroys that aromaticity by converting benzene to a non-aromatic compound. A species is aromatic if it has a cyclic system of conjugated p orbitals that contains an odd number of pairs of electrons ($\text{4n + 2 π}$ electrons).