Hydrocarbon A, C10H14, has a UV absorption maximum at 236 nm and gives hydrocarbon B, C10H1S, on catalytic hydrogenation. A reacts with maleic anhydride to yield a Diels-Alder adduct. Ozonolysis of A followed by zinc/acetic acid treatment yields the following diketo dialdehyde: HCH,CH,CH,č-CH,CH,CH,CH Propose a structure for hydrocarbon A.

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Hydrocarbon A, C1,H14, has a UV absorption maximum at 236 nm and gives hydrocarbon B, C10H18. on catalytic hydrogenation. A reacts with maleic anhydride to yield a Diels-Alder adduct. Ozonolysis of A followed by zinc/acetic acid treatment yields the following diketo dialdehyde:
HCCH2CH2C
½CH2CH
Propose a structure for hvdrocarbon A.
Transcribed Image Text:Hydrocarbon A, C1,H14, has a UV absorption maximum at 236 nm and gives hydrocarbon B, C10H18. on catalytic hydrogenation. A reacts with maleic anhydride to yield a Diels-Alder adduct. Ozonolysis of A followed by zinc/acetic acid treatment yields the following diketo dialdehyde: HCCH2CH2C ½CH2CH Propose a structure for hvdrocarbon A.
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