Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 5, Problem 5.2P
Interpretation Introduction

(a)

Interpretation:

The mechanism and the product formed by the reaction of 2-methyl-1-hexene with Br2 are to be stated.

Concept introduction:

The reaction of alkene with halogen and water results in the formation of halohydrin product. The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(b)

Interpretation:

The mechanism and the product formed by the reaction of 2-methyl-1-hexene with Br2 in H2O are to be stated.

Concept introduction:

The general steps for the formation of halohydrin are stated below:

• The first step is the attack of halide ion to form a halonium ion.

• The second step is the attack of water from back side to opens the halonium ion.

• The last step is deprotonation to give the halohydrin product.

Interpretation Introduction

(c)

Interpretation:

The mechanism and the product formed by the reaction of 2-methyl-1-hexene with iodine azideare to be stated.

Concept introduction:

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