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Question
Which amine given below can not be obtained by Hoffmann's degradation of an amide?
Which amine given below can not be obtained by Hoffmann's degradation of an amide?
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Solution
The correct option is D
When an amide is treated with bromine in an aqueous or ethanolic solution of sodium hydroxide, degradation of amide takes place leading to the formation of primary amine. This reaction involving degradation of amide and is popularly known as Hoffmann bromamide degradation reaction. The primary amine thus formed contains one carbon less than the number of carbon atoms in that amide.
Options a, b and c contain primary amine and so they can be formed in this reaction but option d has secondary amine, can not be formed by Hoffmann bromamide reaction.
Hence d is the correct option.
When an amide is treated with bromine in an aqueous or ethanolic solution of sodium hydroxide, degradation of amide takes place leading to the formation of primary amine. This reaction involving degradation of amide and is popularly known as Hoffmann bromamide degradation reaction. The primary amine thus formed contains one carbon less than the number of carbon atoms in that amide.
Options a, b and c contain primary amine and so they can be formed in this reaction but option d has secondary amine, can not be formed by Hoffmann bromamide reaction.
Hence d is the correct option.
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