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Question

Which of the following compound cannot be produced if 1-propanamine is treated with NaNO2 and HCl?

A
propane-1-ol
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B
propane-2-ol
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C
2-chloropropane
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D
2-propanamine
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Solution

The correct option is D 2-propanamine
When 1-propanamine is treated with NaNO2 and HCl, 2-propanamine cannot be produced. This is because there is no mechanism by which the amino group can be shifted from first carbon atom to second carbon atom.

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