An unknown compound (whose molecular formula is C5H8O) shows IR absorption at 3600 and 3300 cm^-1. It’s ^1H-NMR spectrum contained singlets at delta 1.5, 2.2, and 2.9 (broad) ppm, in the ratio 6:1:1. Draw the structure for the unknown compound.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter17: Carboxylic Acids
Section: Chapter Questions
Problem 17.17P
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An unknown compound (whose molecular formula is C5H8O) shows IR absorption at 3600 and 3300 cm^-1. It’s ^1H-NMR spectrum contained singlets at delta 1.5, 2.2, and 2.9 (broad) ppm, in the ratio 6:1:1. Draw the structure for the unknown compound.
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