Chapter 11.11, Problem 17P

Interpretation Introduction

Interpretation:

A number of products possible in the electrophilic addition of $\text{1 mol}$ of bromineto $\text{2-methyl-1,3-butadiene}$ is to be predicted.

Concept introduction:

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The addition of halogen to a conjugated double diene forms two products by $\text{1,2}$ and $\text{1,4}$ addition.

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The carbocation formed in addition of hydrogen halide to conjugated diene is resonance stabilized.

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In case of $\text{1,2}$ addition, the halogen atoms are bonded to adjacent carbons of the double bond in a conjugated diene system.

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In case of $\text{1,4}$ addition, the halogen atoms are bonded to terminal carbons of conjugated double bonds.