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Question

What is the expected final product from the following curtius rearrangement?


A
CH3CH2CH2NH2
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B
CH3CH2CH2CH2NH2
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C
CH3CH2CH2OH
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D
CH3CH2CH2CONH2
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Solution

The correct option is A CH3CH2CH2NH2
In Curtius rearrangement, acyl halides will react with sodium azide to give primary amines.

Mechanism of Curtius rearrangement:
1. Azide ion will attack the acyl carbon and replace the Cl atom.
2. On heating the azide compound, N2 gets eliminated and the alkyl group gets migrated to form a isocyanate intermediate.
3. Isocyanate on hydrolysis gives primary amine and CO2.


Hence, option (a) is correct.

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