Question

Question: Draw the product formed in each reaction.

a.

b.

c.

d.

Short answer

Answer

a.

b.

c.

d.

Step-by-step solution

Diazotization reaction

The diazotization reaction results in the formation of the diazonium product via the formation of nitrous acid. The primary amine (aryl and alkyl) gives the salt, whereas the secondary amine gives the different product.

Substitution reaction of diazonium salt

The diazonium salts can be substituted by the nucleophiles, which eliminate the dinitrogen. The substitution also includes the coupling reaction.

Explanation

a. The given amine is a primary amine, which gives the diazonium salt. The salt is replaced by the bromide nucleophile as:

Product in reaction a.

b. The given product is also formed via the formation of diazonium salt followed by hydrolysis:

Product in reaction b.

c. The given amine is a primary amine, which gives the diazonium salt. The salt is replaced by the fluoride nucleophile as:

Product in reaction c.

d. The product is formed by the following steps:

In the first step, the diazonium salt is replaced by the cyanide nucleophile.

In the last two steps, the cyanide ion is reduced into primary amine by the reducing agent lithium aluminium hydride followed by hydrolysis.

Product in reaction d.