An unknown compound A of molecular formula C10H18O reacts with H2SO4 to form two

Chapter 12, Problem 12.57

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An unknown compound A of molecular formula C10H18O reacts with H2SO4 to form two compounds (B and C) of molecular formula C10H16. B and C both react with H2 in the presence of Pd-C to form decalin. Ozonolysis of B forms D, and ozonolysis of C forms a diketone E of molecular formula C10H16O2. Identify the structures of compounds A, B, C, and E. decalin D O CHO

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