Chapter 12.5, Problem 11P

(a) Draw the structure of a compound of molecular formula ${\text{C}}_{\text{6}}{\text{H}}_{\text{10}}$ that reacts with ${\text{H}}_{\text{2}}$ in

the presence of $\text{Pd-C}$ but does not react with ${\text{H}}_{\text{2}}$ in the presence of Lindlar catalyst. (b)

Draw the structure of a compound of molecular formula ${\text{C}}_{\text{6}}{\text{H}}_{\text{10}}$ that reacts with ${\text{H}}_{\text{2}}$ when

either catalyst is present.