Chapter 17, Problem 17.16P

Interpretation Introduction

(a)

Interpretation:

The major organic product of the given reaction is to be predicted.

Concept introduction:

Although ${\text{CO}}_2$ is a non-polar compound, each $\text{C=O}$ bond is highly polar, and the central carbon atom in the ${\text{CO}}_2$ molecule is quite electron-poor. Thus, it is inclined to nucleophilic attack. Grignard reagents can add to ${\text{CO}}_2$ in the reaction known as carboxylation reaction. The immediate product of carboxylation is a carboxylate ion, which is subsequently protonated through an acid workup to yield a carboxylic acid. Note that the carboxylic acid that is produced contains one extra carbon atom as compared to the original compound.

Interpretation Introduction

(b)

Interpretation:

The major organic product of the given reaction is to be predicted.

Concept introduction:

Although ${\text{CO}}_2$ is a non-polar compound, each $\text{C=O}$ bond is highly polar, and the central carbon atom in the ${\text{CO}}_2$ molecule is quite electron-poor. Thus, it is inclined to nucleophilic attack. Grignard reagents can add to ${\text{CO}}_2$ in the reaction known as carboxylation reaction. The immediate product of carboxylation is a carboxylate ion, which is subsequently protonated through an acid workup to yield a carboxylic acid. Note that the carboxylic acid that is produced contains one extra carbon atom as compared to the original compound.