In a set of reactions propionic acid yielded a compound 'd'. \(\mathrm{CH}_2 \mathrm{CH}_2…

In a set of reactions propionic acid yielded a compound 'd'. \(\mathrm{CH}_2 \mathrm{CH}_2 \mathrm{COOH}\xrightarrow{\mathrm{SOCl}_2}{ }^{\prime} b^{\prime} \xrightarrow{\mathrm{NH}_3}{ }^{\prime} c^{\prime} \xrightarrow[\mathrm{Br}_2]{\mathrm{KOH}}{ }^{\prime} \mathrm{d}^{\prime}\) The structure of 'd' would be:
  1. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{NH}_2$
  2. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{NH}_2$
  3. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CONH}_2$
  4. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{NHCH}_3$

Solution


Related Theory 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 is known as Hoffmann bromamide degradation reaction.

Asked in: NEET 2006

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