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.

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.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy

Section14.SE: Something Extra

Problem 36AP

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