Chapter 13, Problem 13.80AP

a.

Interpretation Introduction

Interpretation:

Product that forms has to be drawn when ${{\text{(CH}}_{\text{3}}\text{)}}_{\text{2}}{\text{CCON(CH}}_{\text{3}}{\text{)}}_{\text{2}}$ is treated with water and $\text{NaOH}$.

Concept Introduction:

Amide also undergo hydrolysis as like esters.  They are much less reactive than the esters.  When amide is treated with water in presence of base, the product formed is carboxylate salt and amine.  General reaction can be given as follows.

    $\text{RCONHR' +}H-\text{OH}\stackrel{\text{NaOH}}{\to }{\text{RCOO}}^{-}{\text{Na}}^{\text{+}}{\text{ + NH}}_{\text{2}}\text{R'}$

b.

Interpretation Introduction

Interpretation:

Product that forms has to be drawn when ${\text{HO(CH}}_{\text{2}}{\text{)}}_{\text{4}}{\text{CONHCH}}_{\text{3}}$ is treated with water and $\text{NaOH}$.

Concept Introduction:

Refer part “a.”.