Explain a colorless liquid a was soluble in water and ether

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A colorless liquid A (C3H6O) was soluble in water and ether, and had a boiling point of 94-96 degrees Celsius. It decolorized a Br2-CH2Cl2 solution and gave a positive ceric nitrate test. On catalytic hydrogenation it formed Compound B (C3H8O), which did not decolorized the above bromine solution, but did give a positive ceric nitrate test. Treatment of Compound A with ozone, followed by hydrolysis formed an alpha-naphthylurethane with a melting point of 190 degrees Celsius. What are the names of Compounds A and B.

I understand the concept of eliminating the possibilities, but I am having a hard time figuring out the end compounds. Any assistance would be appreciated.

Reference no: EM13133327

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