Question

What reagents are needed to convert each compound into butanal$\left({\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{CH}}_2\mathrm{CHO}\right)$?

a.

b.

c.

d.

Short answer

a.

b.

c.

d.

Step-by-step solution

Reagents

Reagents are used to synthesize different products. Reactions such as hydroboration-oxidation, ozonolysis are used to convert alkenes into aldehydes.

Formation of the product

a. The reaction of methyl butyrate with DIBAL-H followed by water gives butyraldehyde.

The reaction is shown below.

Synthesis in a

b. The reaction of butan-1-ol with PCC gives butyraldehyde.

The reaction is shown below.

Synthesis in b

c. But-1-yne undergoes hydroboration-oxidation in the presence of hydrogen peroxide to form butyraldehyde.

The reaction is shown below.

Synthesis in c

d. (E)-Oct-4-ene undergoes ozonolysis to form butyraldehyde.

The reaction is shown below.

Synthesis in d