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An organic compound [A] with molecular f...

An organic compound [A] with molecular formula `C_(5)H_(8)O_(2)` is reduced to n-pentane on treatment with `Zn-Hg//HCl`. The compound [A] forms a dioxine with hydroxyl amine and give a positive iodoform test and Tollen's test. Identify the compound [A] and deduce its structure?

Text Solution

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The available information shows that the compound [A] forms a dioxide and hydroxyl amine. It also gives a positive iodoform test and Tollen's test. It must have a two carbonyl groups out of which one is a aldehyde. Therefore, the expected structure of compound [A] is :

The reactions involved are given :
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