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Write structures and IUPAC names of (i...

Write structures and IUPAC names of
(i) the amide which gives propanamine by Hoffmann bromamide reaction.
(ii) the amine produced by the Hoffmann degradation of benzamide.

Text Solution

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(i). Propanamine contains three carbon atoms, therefore, the amide molecule must contain four carbon atoms. Thus, the structure and IUPAC name of the amide containing four carbon atoms is
`underset("Butanamide")(CH_(3)-CH_(2)-CH_(2)-overset(O)overset(||)(C)-NH_(2))`.
The complete reaction is
`underset("Butanamide")(CH_(3)CH_(2)CH_(2)CONH_(2))+ Br_(2)+4KOH overset(Delta)to underset("Propan-1-amine")(CH_(3)CH_(2)CH_(2)-NH_(2))+ 2KB r+K_(2)CO_(3)+2H_(2)O`
(ii) Benzamide is an aromatic amide containing seven carbon atoms. therefore, the amine formed from benzamide is aromatic primary amine containing six carbon atom, i.e.,

The complete reaction is ltBrgt .
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