Share
Explore BrainMass

Identifying Organic Compounds

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.

Solution Preview

A colorless liquid A (C3H6O) was soluble in water and ether, and had a boiling point of 94-96 degrees C.

Comment: This doesn't tell us too much.

It decolorized a Br2-CH2Cl2 solution and gave a positive ceric nitrate test.

Comment: This tells us that the compound has a C=C double bond because it decolorized Br2 ...

Solution Summary

This solution explains the process in identifying the organic compound in the scenario with step-by-step deductions.

$2.19