The structure of the product formed by 1,4-addition of bromine to furan is to be determined. Concept introduction: Conjugated dienes are hydrocarbons in which two C=C units are joined by a single bond. When a diene is treated with a halogen in the presence of a solvent like CCl 4 , two products are formed. In 1,2-addition product, the two halogen atoms are added to the adjacent carbon atoms. In 1,4-addition product, the two halogen atoms are added to the carbon atoms C1 and C4 . The allylic carbocation is formed preferably during the first step. Resonance of this allylic carbocation generates a new carbocation, resulting in the second product.

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Chapter 12, Problem 55P

Interpretation Introduction

Interpretation:

The structure of the product formed by 1,4-addition of bromine to furan is to be determined.

Concept introduction:

Conjugated dienes are hydrocarbons in which two C=C units are joined by a single bond.

When a diene is treated with a halogen in the presence of a solvent like CCl4, two products are formed. In 1,2-addition product, the two halogen atoms are added to the adjacent carbon atoms.

In 1,4-addition product, the two halogen atoms are added to the carbon atoms C1 and C4.

The allylic carbocation is formed preferably during the first step.

Resonance of this allylic carbocation generates a new carbocation, resulting in the second product.

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