Chapter 14.SE, Problem 20MP

Interpretation Introduction

a)

Interpretation:

The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.

Interpretation Introduction

b)

Interpretation:

The major products formed during the addition of one equivalent of HX to 3-methylpenta-1, 3-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major products formed during the addition of one equivalent of HBr to 3-methylpenta-1, 3-diene along with the mechanism of their formation.

Interpretation Introduction

c)

Interpretation:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane, along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane along with the mechanism of their formation.