Question

Predict the products of the following nucleophilic acyl substitution reactions:

Short answer

The products of each reaction are as shown below:

Step-by-step solution

Subpart (a)

When methylacetate undergoes hydrolysis in presence of a strong base like NaOH, then nucleophilic acyl substitution takes place. The product formed in this reaction is acetic acid.

The chemical equation of the reaction is as shown below:

Subpart (b)

The nucleophilic acyl substitution will convert a chloride to an amide. There is a formation of a tetrahedral intermediate. The product formed during this reaction is shown below:

Subpart (c)

The acetic anhydride will undergo nucleophilic acyl substitution for the formation of methyl acetate and ester. The weaker base will replace a stronger base. The replacement of leaving the group in the nucleophilic fragment to predict the product of nucleophilic acyl substitution.

Subpart (d)

The product of nucleophilic acyl substitution can be obtained by replacing the leaving group attached to acyl carbon which follows atom-to-atom transfer. The thioester to amino compound using nucleophilic acyl substitution.