Question

Draw the structure of a compound with molecular C₈H₁₄ that reacts with one equivalent of H₂ over Pd/C to form a meso compound.

Short answer

Here we have to draw the structure of a compound with molecular C₈H₁₄ that reacts with one equivalent of H₂ over Pd/C to form a meso compound:

Meso compound:

The compounds which have plane of symmetry and they are optically inactive.

Step-by-step solution

What is degree of unsaturation

The total number of p bonds and rings in a hydrocarbon is called degree of unsaturation.

What is p bond-

When formation of double bond or triple bond occurs then there will be the presence of p bond. In double bond there is one p bond and in triple bond there is two p bonds. p bond is formed with the help of two electrons so when p bond is formed two hydrogens will become less than the simple hydrocarbon chain.

When ring formed then also two hydrogen will become less from the simple hydrocarbon chain.

How to find

For a 8-carbon hydrocarbon with no p bonds and no rings, C_nH_{2n + 2} = C₈H₁₈. A

8-carbon compound with molecular formula C₈H₁₄ has four fewer hydrogens, so the degree of unsaturation is 4/2 = 2.