An unknown organic compound is found on elemental analysis to contain 68.1% carbon, 13.7% hydrogen, and 18.2%

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An unknown organic compound is found on elemental analysis to contain 68.1% carbon, 13.7% hydrogen, and 18.2% oxygen by mass. It is slightly soluble in water. Upon careful oxidation it is converted into a compound that behaves chemically like a ketone and contains 69.7% carbon, 11.7% hydrogen, and 18.6% oxygen by mass. Indicate two or more reasonable structures for the unknown.
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Chemistry The Central Science

ISBN: 978-0321696724

12th edition

Authors: Theodore Brown, Eugene LeMay, Bruce Bursten, Catherine Murphy, Patrick Woodward

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