An unknown organic compound is found on elementalanalysis to contain 68.1% carbon, 13.7% hydrogen, and18.2% oxygen by mass. It is slightly soluble in water. Uponcareful oxidation it is converted into a compound thatbehaves chemically like a ketone and contains 69.7% carbon,11.7% hydrogen, and 18.6% oxygen by mass. Indicatetwo or more reasonable structures for the unknown.
An unknown organic compound is found on elementalanalysis to contain 68.1% carbon, 13.7% hydrogen, and18.2% oxygen by mass. It is slightly soluble in water. Uponcareful oxidation it is converted into a compound thatbehaves chemically like a ketone and contains 69.7% carbon,11.7% hydrogen, and 18.6% oxygen by mass. Indicatetwo or more reasonable structures for the unknown.
Chemistry: Principles and Practice
3rd Edition
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Chapter22: Organic Chemistry And Biochemistry
Section: Chapter Questions
Problem 88QE
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Question
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
11.7% hydrogen, and 18.6% oxygen by mass. Indicate
two or more reasonable structures for the unknown.
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