Chapter 8.9, Problem 8.19P

Interpretation Introduction

Interpretation: The mechanism for the addition of bromine water to cyclopentene and explanation regarding formation of enantiomer is 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 to opens the halonium ion.
• The last step is deprotonation to give the halohydrin product.

Stereochemistry is defined as the arrangement of molecule in three dimensional and its impact on chemical reactions.

Anti stereochemistry is the addition of any atom from the opposite faces of the double bond of alkene, whereas syn addition is the addition of atom from the same side. Enantiomers are the non-super imposable mirror image of each other.

To determine: The mechanism for the addition of bromine water to cyclopentene and explanation regarding formation of enantiomer.