Chapter 22, Problem 22.72SP

(a)

Interpretation Introduction

Interpretation:

The method of preparation of given compound using malonic ester synthesis is to be stated.

Concept introduction:

Deprotonation of malonic ester gives enolate ion. This enolate ion is alkylated by an unhindered alkyl halide, tosylates or any other electrophilic species through ${\text{S}}_{\text{N}}\text{2}$ displacement to give alkylated diethyl malonate. It will undergo hydrolysis to give substituted acetic acid.

(b)

Interpretation Introduction

Interpretation:

The method of preparation of given compound using malonic ester synthesis is to be stated.

Concept introduction:

Deprotonation of malonic ester give enolate ion. This enolate ion is alkylated by an unhindered alkyl halide, tosylates or any other electrophilic species through ${\text{S}}_{\text{N}}\text{2}$ displacement to give alkylated diethyl malonate. It will undergo hydrolysis to give substituted acetic acid.

(c)

Interpretation Introduction

Interpretation:

The method of preparation of given compound using malonic ester synthesis is to be stated.

Concept introduction:

Deprotonation of malonic ester give enolate ion. This enolate ion is alkylated by an unhindered alkyl halide, tosylates or any other electrophilic species through ${\text{S}}_{\text{N}}\text{2}$ displacement to give alkylated diethyl malonate. It will undergo hydrolysis to give substituted acetic acid.