A) Unknown X, C5H9Br, doesn't react with bromine or with dilute KMnO4. Upon treatment with H3O+ gives only one product, Y, C5H8. Unlike X, Y decolorizes bromine and changes KMnO4 from purple to brown. Catalyze hydrogenation of Y gives methylcyclobutane. Ozonolysis/reduction of Y offers dialdehyde Z, C5H8O2. Give consistent structure for X, Y and Z. Define is there any aspect of the structure of X that is still unknown?
B) Halogens are added to alkenes with anti-stereochemistry via the halonium ion mechanism. But when 1 phenylcyclohexe reacts with chlorine in CCl4, a mixture of cis and trans isomers of products is obtained. Offers a mechanism to define the lack of strereospecificity.