Chapter 23, Problem 23.7P

Interpretation Introduction

(a)

Interpretation: The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is to be drawn.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as ${\text{S}}_{\text{N}}\text{2}$ reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted $\text{C}-\text{atom}$.

Answer to Problem 23.7P

The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is shown below:

Explanation of Solution

The product that is formed by the reaction of the given starting material with LDA in THF solution at $-{78}^{°}\text{C}$ is shown is shown as,

Figure 1

In this reaction, $2,2-\text{dimethylcyclohexanone}$ is treated with LDA in the presence of THF solution to form an enolate ion. The strong base, LDA abstracts a proton from the less substituted carbon atom of the compound.

Interpretation Introduction

(b)

Interpretation: The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is to be drawn.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as ${\text{S}}_{\text{N}}\text{2}$ reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted $\text{C}-\text{atom}$.

Answer to Problem 23.7P

The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is shown below:

Explanation of Solution

The product that is formed by the reaction of the given starting material with LDA in THF solution at $-{78}^{°}\text{C}$ is shown is shown as,

Figure 2

In this reaction, $2-\text{phenylacetaldehyde}$ is treated with LDA in the presence of THF solution to form an enolate ion. The strong base, LDA abstracts a proton from the less substituted carbon atom of the compound.

Interpretation Introduction

(c)

Interpretation: The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is to be drawn.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as ${\text{S}}_{\text{N}}\text{2}$ reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted $\text{C}-\text{atom}$.

Answer to Problem 23.7P

The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is shown below:

Explanation of Solution

The product that is formed by the reaction of the given starting material with LDA in THF solution at $-{78}^{°}\text{C}$ is shown is shown as,

Figure 3

In this reaction, ethyl acetate is treated with LDA in the presence of THF solution to form an enolate ion. The strong base, LDA abstracts a proton from the less substituted carbon atom of the compound.

Interpretation Introduction

(d)

Interpretation: The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is to be drawn.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as ${\text{S}}_{\text{N}}\text{2}$ reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

The bulky base like LDA always abstracts the proton from the side of less substituted $\text{C}-\text{atom}$.

Answer to Problem 23.7P

The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is shown below:

Explanation of Solution

The product that is formed by the reaction of the given starting material with LDA in THF solution at $-{78}^{°}\text{C}$ is shown is shown as,

Figure 4

In this reaction, $2,4-\text{dimethylhexanenitrile}$ is treated with LDA in the presence of THF solution to form an enolate ion. The strong base, LDA abstracts a proton from the less substituted carbon atom of the compound.

Conclusion

(a) The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is shown in Figure 1.

(b) The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is shown in Figure 2.

(c) The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is shown in Figure 3.

(d) The product that is formed by the reaction of the given starting material with LDA in the presence of THF solution at $-{78}^{°}\text{C}$ is shown in Figure 4.