Chapter 24, Problem 24.66P

Interpretation Introduction

Interpretation:

A reaction takes place when $\text{cis-1, 3, 9-decatriene}$ is heated. The product of that reaction, when treated with excess ${\text{Br}}_{\text{2}}$ in ${\text{CCl}}_{\text{4}}$, yields a compound whose formula is ${\text{C}}_{\text{1}0}{\text{H}}_{\text{16}}{\text{Br}}_{\text{2}}$. The product of the first reaction is to be predicted.

Concept introduction:

The Diels–Alder reaction joins a conjugated diene and a dienophile (either an alkene or an alkyne) via the formation of two new σ bonds. The product is a six-membered ring of carbon atoms. The Diels–Alder reaction is concerted; all bonds that are formed and broken do so simultaneously. It requires the cyclic movement of electrons, so it is classified as a pericyclic reaction.