An unknown hydrocarbon a with the formula c7h14 reacts with 1 molar equivalent of h2 over a palladium catalyst to give hydrocarbon b. hydrocarbon a also reacts with oso4 to give diol c. treatment of diol c with periodic acid gives ketone d and aldehyde e. when oxidized with kmno4 in acidic solution, a gives two fragments. one fragment is propionic acid, ch3ch2co2h, and the other fragment is ketone d. draw the structure of compound d.

D is 2-butanone.

Explanation:

The hydrocarbon A should contain a trisubstituted double bond as it gives an acid and a ketone on treatment with .The hydrocarbon A should contain only one double bond as it reacts with 1 molar equivalent of over palladium.The hydrocarbon A contains seven carbon atom. Therefore the ketone D should contain 4 carbon atoms as propionic acid ( 3 carbon atom) is produced as another fragment.Reaction and structure of D has been shown below.

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