Chapter 8.9, Problem 23ATS

Interpretation Introduction

Interpretation:

Reason should be explained, why stereo specificity lost for the given reaction (bromination in water).

Concept introduction:

• Addition of bromine molecule in presence of water gives the halohydrin formation.
• Addition of bromine and hydroxide group across the double bond of alkene is known as halohydrin formation.
• Generally, bromination reactions proceeds through a 3-membered cyclic bromonium intermediate then attack of water molecule at most substituted carbon position of the alkene. 

To explain: about the stereo specificity of the reaction.