Chapter 19, Problem 27P

Interpretation Introduction

Interpretation:

The structure of the starting acid that yields nonanal and $\text{O=CH}{\left({\text{CH}}_2\right)}_3{\text{CO}}_2\text{H}$ is to be drawn.

Concept introduction:

Alkene yields dicarbonyl compounds, when they are treated with ${\text{O}}_{\text{3}}$ followed by ${\left({\text{CH}}_{\text{3}}\right)}_2\text{S}$ at low temperature. This reaction is known as ozonolysis.

The reaction involves cleavage of $\text{C}=\text{C}$ bond, and conversion of it into two $\text{C}=\text{O}$ bonds.