Question

Write out the two-step sequence that converts benzene to each compound.

Short answer

a.

b.

Step-by-step solution

Acylation of benzene

Friedel-Crafts acylation adds an acyl group (R-C=O) to benzene using acid chloride (R-(C=O)-Cl) and ${\text{AlCl}}_{\text{3}}$.

Clemmensen reduction of ketones

Reduction of carbonyl group on benzene can be done through Clemmensen reduction.

Zinc amalgam (Zn-Hg) is used as a reductant under acidic conditions.

Sequence of reaction

Acylation of benzene, followed by reduction of the carbonyl group, results in the formation of the required product.

a.

b.