Question
An organic compound $'A \ ' ($molecular formula $C_3H_6O)$ is resistant to oxidation but forms a compound $'B \ ' (C_3H_8O)$ on reduction.$ 'B \ '$ reacts with $HBr$ to form a bromide $'C \ '$ which on treatment with alcoholic $KOH$ forms an alkene $'D \ ' (C_3H_6).$ Deduce the structures of $A, B, C$ and $D.$

Answer

Structure of $A, B, C$ and $D$ are deduced in the following manner.
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