Chapter 25, Problem 25.24P

Interpretation Introduction

(a)

Interpretation: The products formed by the reaction of given compound with ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}$ and ${\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}$ are to be drawn.

Concept introduction: Amines on reaction with acid chlorides and anhydride form amide whereas on reaction with ketones and aldehydes they form imine or enamine. Primary and secondary amines on reaction with ketone and aldehyde form imine and enamine, respectively.

Answer to Problem 25.24P

The products formed by the reaction of given compound with ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}$ and ${\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}$ are shown below:

Explanation of Solution

Amines on reaction with acid chlorides and anhydride form corresponding amide whereas on reaction with ketones and aldehydes they form imine or enamine. Primary and secondary amines on reaction with ketone and aldehyde form imine and enamine, respectively.

The given compound is ketone as the carbonyl carbon is bonded to two alkyl groups. The products formed by the reaction of primary amine $\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}\right)$ and secondary amine $\left({\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}\right)$ with the given ketone are shown in Figure 1.

Figure 1

Conclusion

The products formed by the reaction of given compound with ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}$ and ${\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}$ are shown in Figure 2.

Interpretation Introduction

(b)

Interpretation: The products formed by the reaction of given compound with ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}$ and ${\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}$ are to be drawn.

Concept introduction: Amines on reaction with acid chlorides and anhydride form amide whereas on reaction with ketones and aldehydes they form imine or enamine. Primary and secondary amines on reaction with ketone and aldehyde form imine and enamine, respectively.

Answer to Problem 25.24P

The products formed by the reaction of given compound with ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}$ and ${\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}$ are shown below:

Explanation of Solution

Amines on reaction with acid chlorides and anhydride form corresponding amide whereas on reaction with ketones and aldehydes they form imine or enamine. Primary and secondary amines on reaction with ketone and aldehyde form imine and enamine, respectively.

The given compound is anhydride as two carbonyl carbon atoms are bonded to each other through oxygen atom. The products formed by the reaction of primary amine $\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}\right)$ and secondary amine $\left({\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}\right)$ with the given anhydride are shown in Figure 2.

Figure 2

Interpretation Introduction

(c)

Interpretation: The products formed by the reaction of given compound with ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}$ and ${\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}$ are to be drawn.

Concept introduction: Amines on reaction with acid chlorides and anhydride form amide whereas on reaction with ketones and aldehydes they form imine or enamine. Primary and secondary amines on reaction with ketone and aldehyde form imine and enamine, respectively.

Answer to Problem 25.24P

The products formed by the reaction of given compound with ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}$ and ${\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}$ are shown below:

Explanation of Solution

Amines on reaction with acid chlorides and anhydride form corresponding amide whereas on reaction with ketones and aldehydes they form imine or enamine. Primary and secondary amines on reaction with ketone and aldehyde form imine and enamine, respectively.

The given compound is acid chloride as the carbonyl carbon is bonded to alkyl groups and chlorine atom. The products formed by the reaction of primary amine $\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}\right)$ and secondary amine $\left({\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}\right)$ with the given acid chloride are shown in Figure 3.

Figure 3

Conclusion

The products formed by the reaction of given compound with ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}$ and ${\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\right)}_{\text{2}}\text{NH}$ are shown in Figure 3.