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GIVE THE BALANCED EQUATION FOR THE FOLLOWING REACTION: BENZAMIDE IS TREATED WITH SODIUM...

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reenakinshuk | Student, Grade 10 | Salutatorian

Posted December 23, 2012 at 5:50 PM via web

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GIVE THE BALANCED EQUATION FOR THE FOLLOWING REACTION:

BENZAMIDE IS TREATED WITH SODIUM HYPOBROMITE SOLUTION.

PLEASE ALSO MENTION THE CHEMICAL FORMULA OF SODIUM HYPOBROMITE SOLUTION..

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ncchemist | eNotes Employee

Posted December 23, 2012 at 7:52 PM (Answer #1)

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Benzamide consists of a benzene ring with an amide group attached to one of the carbons.  The chemical formula can be written as C6H5CONH2.  The chemical formula for sodium hypobromite is NaBrO.  The hypobromite anion (BrO-) is a source of Br+ which can react with the nitrogen in benzamide.  The net result is the bromine adding to the amide nitrogen and the proton from the benzamide adding to the O2- and Na+ to make NaOH.  The balanced chemical equation is written below:

C6H5CONH2 NaBrO --> C6H5CONHBr + NaOH

In some cases, these halogenated amides can undergo what is called a Hofmann rearrangement in the presence of strong base like NaOH to remove the oxygen from the amide and simply give an amine.  In this case the resulting amine would be aniline (C6H5NH2).  I'm not sure if benzamide will undergo this rearrangement in this particular case but if it does the resulting equation is:

C6H5CONH2 + NaBrO --> C6H5NH2 + NaBr + CO2

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