When hexanamide is subjected to the conditions of the Hofmann rearrangement, pentanamine (A) is obtained as expected.
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When hexanamide is subjected to the conditions of the Hofmann rearrangement, pentanamine (A) is obtained as expected. However, a significant by-product is N,N′-dipen tyl urea (B). Explain the origin of B.
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CH,(CH,),C…NH, Br₂, NaOH H₂O CH,(CH,)4–NH, + CH(CH,),NH–C–NH(CH,) CH, A B
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