Chapter 22, Problem 22.27P

Interpretation Introduction

(a)

Interpretation:

In the given reaction, the aromatic ring has just one chemically distinct, aromatic H, so a single electrophilic aromatic substitution will lead to a just a single product. The missing reagent to carry out the transformation is to be determined.

Concept introduction:

In Friedel Craft’s acylation reaction, the aromatic species is treated with acyl chloride. The product of Friedel Craft’s acylation reaction is ketone. In electrophilic aromatic substitution reactions, electrophiles typically must be generated in situ from more stable precursors that can be added as starting materials. Aluminum chloride acts as Lewis acid and forms a complex with chlorine. After heterolysis, electrophilic aromatic substitution reaction takes place. The arenium ion intermediate is a carbocation intermediate consisting of five ${\text{sp}}^{\text{2}}$ hybridized C atoms and one ${\text{sp}}^{\text{3}}$ hybridized C atom.

Interpretation Introduction

(b)

Interpretation:

In the given reaction, the aromatic ring has just one chemically distinct, aromatic H, so a single electrophilic aromatic substitution will lead to a just a single product. The product of the given reaction is to be determined.

Concept introduction:

Electrophiles in electrophilic aromatic substitution reactions typically must be generated in situ from more stable precursors that can be added as starting materials. The aluminum chloride acts as Lewis acid and forms a complex with chlorine. After heterolysis, electrophilic aromatic substitution reaction takes place. The arenium ion intermediate is a carbocation intermediate consisting of five ${\text{sp}}^{\text{2}}$ hybridized C atoms and one ${\text{sp}}^{\text{3}}$ hybridized C atom.