Chapter 11.SE, Problem 53AP

Interpretation Introduction

Interpretation:

The eight diastereomers of 1,2,3,4,5,6-hexachlorocyclohexane has to be drawn and the reason has to be explained for One isomer loses HCl in an E₂ reaction nearly 1000 times more slowly than the others.

Concept introduction:

Conformations: Rotation about C-C single bonds allows a compound to adopt a variety of possible three-dimensional shapes.

Drawing Axial and Equatorial substituents:

Each carbon in cyclohexane can bear two substituents. One group is said to occupy an axial position, which is parallel to a vertical axis passing through the center of the ring. the other group is said to occupy an equatorial position, which is positioned approximately along the equator of the ring.

E2 elimination:

Alkyl halide forms an alkene from the abstraction of the proton from the β-carbon atom followed by elimination of the halogen in a single step.