Chapter 8.2, Problem 2P

Interpretation Introduction

Interpretation:

The amounts of stereoisomeric $\text{1,2-dimethylcyclohexanes}$ formed on catalytic hydrogenation of $\text{2-methyl(methylene)-cyclohexene}$ reflect their relative stabilities or not is to be stated.

Concept Introduction:

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During catalytic hydrogenation, one hydrogen atom gets attached to each of the double bonded carbon atoms.It is a stereospecific syn addition;both hydrogensadd to the same face of the double bond.

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

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In the stereochemical reactions of cycloalkenes, the product of syn addition is formed exclusively even though it is less stable stereoisomer.

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