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Question

A hydrocarbon X on treatement with O3 followed by the reduction of ozonide with ZnH2O gives Y. Y gives both Tollen's test as well as yellow precipitate with NaOH/I2 solution. Which is a possible structure of X?

A
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B
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C
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D
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Solution

The correct option is C
Ozonolysis of alkenes involves the addition of ozone molecule to an alkene to form ozonide. Cleavage of ozonide by ZnH2O to smaller oxidised molecules.The iodoform reaction been used as a chemical test for the presence of a methyl ketoneCOCH3 moiety.
The above product has both CHO and COCH3 groups required for Tollen's test and iodoform test respectively. Hence option (c) is correct.

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