Chapter 8, Problem 72PP

Interpretation Introduction

Interpretation:

The $\text{1-Bromobicyclo}\left[\text{2,2,2}\right]\text{octane}$ is not reactive in E2 reaction when treated with a strong base is needed to be explained.

Concept introduction:

Any organic molecule can be named by using certain rules given by IUPAC. IUPAC name consists of three parts in major namely Prefix suffix and root word.

• - Prefix represents the substituent present in the molecule and its position in the root name.
• - Suffix denotes the presence of functional group if any in the molecule. It can be an alkyl, halogen etc.
• - Root word represents the longest continuous carbon skeleton of the organic molecule.
• - The structure of a molecule can be drawn by analyzing the presence of prefix, suffix and root word in the given IUPAC name.
• - For bicyclic molecules, the number of carbons in each cycle is mentioned in brackets.

According to Bredt’s rule, a bridgehead carbon of a small bicyclic system (upto six membered) cannot possess a $\text{C}\text{=}\text{C}$ double bond.

To explain: the non-reactivity of $\text{1-Bromobicyclo}\left[\text{2,2,2}\right]\text{octane}$ in E2 reaction.