Chapter 8.2, Problem 3P

Interpretation Introduction

Interpretation:

Using the molecular model of $\text{α-pinene}$, the reason behind ‘$\text{α-pinene}$, on catalytic hydrogenation, gives compound A as the only product’ is to be explained.

Concept introduction:

Alkenes, upon catalytic hydrogenation, gives corresponding alkanes.

Catalytic hydrogenation is a stereospecific syn addition.

The major product is the one in which the alkene is less hindered and better able to contact the catalyst surface.

In catalytic hydrogenation, the stereo selectivity depends on the direction from which hydrogen atoms are transferred from the catalyst to the double bond.

The stereoisomer in which the bulky substituents occupy maximum equatorial sites is less stable.