Chapter 13, Problem 13.8P

Interpretation Introduction

Interpretation:

How to carry out the given synthesis is to be shown.

Concept introduction:

A synthetic trap is a synthesis which prevents the reaction from occurring in the forward direction as planned. This occurs mainly because the reactant molecule contains multiple functional groups which interfere in the desired mechanism. However, even when there is only one functional group, a synthetic trap can still arise if a reaction takes place at two or more sites within that functional group. This means that regiochemistry is an issue. Regiochemistry is the specific region in the given molecule at which the reaction takes place selectively. We can choose a synthesis according to the regioselectivities of the functional group transformation reactions.

Alkyl halides can be prepared from alkenes via Markovnikov’s regiochemistry. Alternatively alkyl halides can be prepared from corresponding alcohols via an ${\text{S}}_{\text{N}}\text{2}$ reaction by using phosphorous halide.