Chapter 10, Problem 10.44P

Interpretation Introduction

(a)

Interpretation:

The structure of the carboxylic acid that can be reacted with diazomethane to form the given methyl ester is to be drawn.

Concept introduction:

Methyl esters can be prepared from the carboxylic acid when reacted with diazomethane. The negatively charged oxygen of the carboxylate ion formed by deprotonation of carboxylic acid acts as a nucleophile. The carbon atom of diazomethane is converted to an electron-poor site by protonation. The reaction proceeds via ${\text{S}}_{\text{N}}\text{2}$ mechanism. In methyl ester prepared from the carboxylic acid, the methyl group attached to the carboxylate group is a part of diazomethane, and the carboxylate group is a part of carboxylic acid.

Interpretation Introduction

(b)

Interpretation:

The structure of the carboxylic acid that can be reacted with diazomethane to form the given methyl ester is to be drawn.

Concept introduction:

Methyl esters can be prepared from the carboxylic acid when reacted with diazomethane. The negatively charged oxygen of the carboxylate ion formed by deprotonation of carboxylic acid acts as a nucleophile. The carbon atom of diazomethane is converted to an electron-poor site by protonation. The reaction proceeds via ${\text{S}}_{\text{N}}\text{2}$ mechanism. In methyl ester prepared from the carboxylic acid, the methyl group attached to the carboxylate group is a part of diazomethane, and the carboxylate group is a part of carboxylic acid.

Interpretation Introduction

(c)

Interpretation:

The structure of the carboxylic acid that can be reacted with diazomethane to form the given methyl ester is to be drawn.

Concept introduction:

Methyl esters can be prepared from the carboxylic acid when reacted with diazomethane. The negatively charged oxygen of the carboxylate ion formed by deprotonation of carboxylic acid acts as a nucleophile. The carbon atom of diazomethane is converted to an electron-poor site by protonation. The reaction proceeds via ${\text{S}}_{\text{N}}\text{2}$ mechanism. In methyl ester prepared from the carboxylic acid, the methyl group attached to the carboxylate group is a part of diazomethane, and the carboxylate group is a part of carboxylic acid.