Q .14.45 - An Introduction to General, Organic, and Biological Chemistry

Question

Draw the condensed structural or line-angle formulas for the products from the hydrolysis of each of the following amides with HCl:

 a)

     

b)

   

c)

   

d)

   

e)

   

  

Step-by-Step Solution

Answer

(part  a)  The structural formulas are, ${\mathrm{CH}}_3\mathrm{COOH}\text{ and }{\mathrm{NH}}_4\mathrm{Cl}$

(part b) The  structural formulations are  ${\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{COOH}\text{ and }{\mathrm{NH}}_4\mathrm{Cl}\text{. }$

(part c)  The  structural formulations are  ${\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{CH}}_2\mathrm{COOH}\text{ and }{\mathrm{CH}}_3{\mathrm{NH}}_3^{+}\mathrm{Cl}$

(part ) The  structural formulations are  ${\mathrm{C}}_6{\mathrm{H}}_5\mathrm{COOH}\text{ and }{\mathrm{NH}}_4{}^{+}\mathrm{Cl}\text{. }$

(part e)The structural formulations are  ${\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{CH}}_2{\mathrm{CH}}_2\mathrm{COOH}\text{ and }{\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{NH}}_3{{}^{+}\mathrm{Cl}}^{-}$

Step - 1 Introduction (part a)

• Amides are carboxylic acid derivatives in which the hydroxyl group has been replaced with an amine.
•  Amide is made when a carboxylic acid combines with a substrate in a process known as "Amidation." 
• A water molecule is removed in this reaction, and the carboxylic acid and amine molecules unite to produce the amide.

•  Amides are divided by a hydrolysis reaction in which a water molecule is added to the amide.
•  The hydrolysis products of $\mathrm{HCl}$are carboxylic acid and the ammonic salt.

Step - 2 Given information (part-a)

When ethanamide is hydrolyzed in an acid, it produces ethanoic acid and ammonium chloride.

step - 3 Explanation (part- a)

a)

• As a result, the products' condensed structural formulas are,

         ${\mathrm{CH}}_3\mathrm{COOH}\text{ and }{\mathrm{NH}}_4\mathrm{Cl}\text{. }$

Step - 4 Given information (part-b)

Propanamide is converted to propanoic acid and ammonium chloride when it is hydrolyzed in acid.

Step - 5 Given information (part-b)

•     As a result, the product's condensed structural formulations are 

           ${\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{COOH}\text{ and }{\mathrm{NH}}_4\mathrm{Cl}\text{. }$

Step - 6 Given information (part-c)

Acid hydrolysis of N-methylbutanamide produces butanoic acid and methylammonium chloride.

Step - 7 Explanation (part- c)

•   As a result, the product's condensed structural formulations are                                             ${\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{CH}}_2\mathrm{COOH}\text{ and }{\mathrm{CH}}_3{\mathrm{NH}}_3{}^{+}\mathrm{Cl}\text{. }$

Step- 8 Given information (part-d)

 When benzamide is destroyed in acid, benzoic acid and ammonium chloride are produced.

Step - 9 Explanation (part-d)

     As a result, the condensed structural formulas are as follows: 

     ${\mathrm{C}}_6{\mathrm{H}}_5\mathrm{COOH}\text{ and }{\mathrm{NH}}_4{}^{+}\mathrm{Cl}$

Step - 10 Given information (part-e)

Acid hydrolysis of N-ethylpentanamide produces pentanoic acid and ethylammonium chloride

Step - 11 Explanation (part-e)

      

•   As a result, the condensed structural formulas are as follows:  

          ${\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{CH}}_2{\mathrm{CH}}_2\mathrm{COOH}\text{ and }{\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{NH}}_3{{}^{+}\mathrm{Cl}}^{-}$