Two isomeric cyclic dienes X and Y having molecular formula C_6H_8 on hydrogenation give cyclohexane as the only product. A mixture of these two dienes on reductive ozonolysis gives succinaldehyde, propane-1,3-dial and glyoxal. Deduce the structures of dienes X and Y.

Two isomeric cyclic dienes X and Y having molecular formula C_6H_8 on

1.	Two isomeric cyclic dienes X and Y having molecular formula C_6H_8 on hydrogenation give cyclohexane as the only product. A mixture of these two dienes on reductive ozonolysis gives succinaldehyde, propane-1,3-dial and glyoxal. Deduce the structures of dienes X and Y.
Answer» Solution :Since , X and Y on hydrogenation GIVE cyclohexane as the only product, therefore X and Y MUST be cyclohexadienes . The two possible cyclohexadienes are : Whereas reductive ozonolysis of X will give two MOLECULES of propane-1,3-dial, reductive ozonolysis of Y will give succinaldehyde and glyoxal as shown below :