Chapter 14.SE, Problem 29AP

Interpretation Introduction

Interpretation:

The structure of a conjugated diene that gives the same product from both 1,2 and 1,4 addition of HBr is to be given.

Concept introduction:

Conjugated dienes when treated with one mole of HCl in ether undergo both 1,2 and 1,4 addition of HCl to yield different products. With unsubstituted conjugated 1,3-dienes a single product is produced in both types of addition.

To give:

The structure of a conjugated diene that gives the same product from both 1,2 and 1,4 addition of HBr.