Chapter 6.15, Problem 47P

Interpretation Introduction

Interpretation:

The reaction of $\text{2-ethyl-1-pentene}$ with given set of reagents produces racemic mixture. The reason for formation of racemic mixture should be determined.

Concept introduction:

Stereo selective: The reaction is considered as stereo selective if it gives rise to only specific stereo isomer.

Hydroboration reaction: The reaction involves addition of ${\text{BH}}_{\text{3}}$ over alkene which attaches ${\text{BH}}_{\text{2}}$ to bond with less substituted position of carbon-carbon double bonds and $\text{H}$ to more substituted position of carbon-carbon double bonds in order to achieve the product with less substitution.

Geometric isomers: Two compounds are considered as geometric isomers of each other if both contains same number of atoms but different in their arrangement that is compound is regarded as cis if identical substituents are placed on same side and trans if they are placed on the opposite sides.

R and S nomenclature: It is used to assign the molecule using CIP rules.

The CIP rules are as follows:

Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.

If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.

Carbocation: it is carbon ion that bears a positive charge on it.

Carbocation stability order: