Orgoreview

Compound A is an achiral alkene of formula C₈H₁₆.  The NMR of A is shown below.  

Oxymercuration of A gives a chiral alcohol, X, plus its enantiomer. Hydroboration gives the same products, X, as does the oxymercuration reaction. 

Bromine addition in H₂O gives compound, B, and its enantiomer. 

Oxidation of A by OsO₄ gives an achiral diol, Y. 

Ozonolysis of A gives a single compound C, with formula C₄H₈O. C has the NMR shown below.

Draw structures for A, B, and C on your answer sheet.  (You do not need to give structures for X and Y)