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An organic compound having the molecular formula C_5H_(10)O_3 on hydrolysis in the presence of Zn, gives acetone and acetaldehyde. Write the structure of the organic compound. |
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Answer» Solution :The molecular formula of the compound is `C_(5)H_(10)O_(3) = C_(n)H_(2n) O_(3) (n=5)`, l.e., the compound is an addition compound of an ALKENE and `O_(3)`. The compound, on reductive hydrolysis, produces acetone and acetaldehyde. Hence, the compound must be an alkene ozonide. The STRUCTURE of the alkene obtained by writing the carbonyl compound side by side FACING carbonyl groups with RESPECT to each other followed by removing the two oxygen atoms and joining the two carbonyl CARBONS by a double bond. So the compound is 2-methylbut-2-ene. `underset("Acetone")(CH_(3) - overset(overset(CH_(3))(|))(C) = O) + underset("Acetaldehyde")(O = overset(overset(H)(|))(C) - CH_(3)) rArr underset("2-methylbut-2-ene")(CH_(3) - overset(overset(CH_(3))(|))(C) = CHCH_(3))` 
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