
(a)
Interpretation:
The primary amine starting material should be identified to form a 4-Methyl-2-pentene via Hofmann degradation.
Concept introduction:
Generally
In the reaction, quaternary ammonium halide can be converted in to quaternary ammonium hydroxide by using aqueous silver oxide.
Hofmann elimination:
Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.
In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.
(b)
Interpretation:
The primary amine starting material should be identified to form a 3-Methyl-l-butene via Hofmann degradation.
Concept introduction:
Hofmann elimination:
Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.
In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.
(c)
Interpretation:
The secondary amine starting material should be identified to form a 2-Methyl-1·3-butadiene via Hofmann degradation.
Concept introduction:
Hofmann elimination:
Quaternary ammonium ion undergoes elimination when using strong base like hydroxide ion this reaction is called as Hofmann elimination.
In the reaction, proton abstraction is takes place in β- carbon atom, which is having more number of hydrogen.

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Chapter 10 Solutions
Organic Chemistry (8th Edition)
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