Question

What reagents are needed to convert each compound into butanal (\({\bf{C}}{{\bf{H}}_{\bf{3}}}{\bf{C}}{{\bf{H}}_{\bf{2}}}{\bf{C}}{{\bf{H}}_{\bf{2}}}{\bf{CHO}}\))?

a.

b.

c.

Short answer

a.

b.

c.

Step-by-step solution

Gilman’s reagent

Gilman’s reagent is used to form carbon-carbon bonds in organic reactions or synthesis.

Formation of the product

a.The reaction of benzene with acetyl chloride in the presence of aluminum trichloride gives acetophenone.

The reaction is shown below.

Synthesis in a

b.The reaction of benzoyl chloride with Gilman’s reagent in the presence of water gives acetophenone.

The reaction is shown below.

Synthesis in b

c.The reaction of ethylbenzene water in the presence of sulfuric acid and mercuric sulfate gives acetophenone.

The reaction is shown below.

Synthesis in c