Hydrocarbon A, C10H14, has a UV absorption at lmax 5 236
Chapter 14, Problem 14(choose chapter or problem)
Hydrocarbon A, C10H14, has a UV absorption at lmax 5 236 nm and gives hydrocarbon B, C10H18, on catalytic hydrogenation. Ozonolysis of A, followed by zinc/acetic acid treatment, yields the following diketo dialdehyde: HCCH2CH2CH2C O O O CCH2CH2CH2CH O (a) Propose two possible structures for A. (b) Hydrocarbon A reacts with maleic anhydride to yield a DielsAlder adduct. Which of your structures for A is correct? (c) Write the reactions, showing the starting material and products.
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