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A student performed analysis of aliphatic organic compound 'X' which on analysis gave C = 61.01%, H = 15.25%, N = 23.74%. This compound, on treatment with HNO2 / H2O produced another compound 'Y' which did not contain any nitrogen atom. However, the compound 'Y' upon controlled oxidation produced another compound 'Z' that responded to iodoform test. The structure of 'X' is:

1. CH3CH2CH2NH2
2. Ph – CH – NH2 | CH3
3. CH3 | CH3 – CH – NH2
4. CH3 – CH2CH – CH3 | NH2

Correct answer: CH3 | CH3 – CH – NH2

Solution

The correct option is CH3-CH(CH3)-NH2 because it contains both the necessary carbon and nitrogen content, and upon treatment with HNO2, it can lose the nitrogen to form a compound that can be oxidized to yield a product that tests positive for the iodoform test, indicating the presence of a methyl ketone.

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