An organic compound is analyzed and found to contain 66.7% carbon, 11.2% hydrogen, and 22.1% oxygen by mass. The compound boils at 79.6 °C. At 100 °C and 0.970 atm, the vapor has a density of 2.28 g/L. The compound has a carbonyl group and cannot be oxidized to a carboxylic acid. Suggest a structure for the compound.

Chemistry: Principles and Reactions
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Author:William L. Masterton, Cecile N. Hurley
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Chapter22: Organic Chemistry
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Problem 33QAP
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An organic compound is analyzed and found to contain 66.7% carbon, 11.2% hydrogen, and 22.1% oxygen by mass. The compound boils at 79.6 °C. At 100 °C and 0.970 atm, the vapor has a density of 2.28 g/L. The compound has a carbonyl group and cannot be oxidized to a carboxylic acid. Suggest a structure for the compound.

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