Hydrocarbon A, C 10 H 14 , has a UV absorption at ? max = 236 nm

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Hydrocarbon A, C10H14, has a UV absorption at ? max = 236 nm and gives hydrocarbon B, C10H18, on catalytic hydrogenation. Ozonolysis of A followed by zinc/acetic acid treatment yields the following diketo dialdehyde:

(a) Propose two possible structures for A.

(b) Hydrocarbon A reacts with maleic anhydride to yield a Diels?Alder adduct. Which of your structures for A is correct?

(c) Write the reactions, showing starting material and products.

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