Question

1) Compounds Y and Z both have the formula C9H18.

Answer 1

Answer:

See explanation and images attached

Explanation:

We know that the cis isomer has more heat of hydrogenation since it is less stable than the trans isomer. Since the hydrogenation of both compounds yields the same product and the hydroboration/oxidation both give a primary alcohol, they are geometric isomers and Y is the trans isomer (Image 2).

For the compound C8H12, the compound in question must be 1,5- cyclooctadiene since two moles of the same aldehyde was obtained after ozonolysis and reaction with two equivalents of hydrogen gives cyclooctane (Image 1).