[leena]

C₆H₅COONH₃C₆H₅ is a salt of C₆H₅COOH and C₆H₅NH₂.
Explain briefly with a description of the method,how you would obtain C₆H₅NH₂ from the above salt.


I really have no idea how to do this.
Can someone maybe give me a hint ?

Thank you.

[plankk]

What about reaction with water?

[leena]

OK,so when I add water,I get the ions C₆H₅COO^- and  C₆H₅NH₃⁺ in solution,then I add aqueous NaOH and I get C₆H₅NH₂ and a salt of C₆H₅COONa.
Then I filter the solution and we get C6H5NH2 in the residue ?

Is this correct ?

thx.

[plankk]

In my opinion it should work.

[Borek]

OK,so when I add water,I get the ions C₆H₅COO^- and  C₆H₅NH₃⁺ in solution,then I add aqueous NaOH and I get C₆H₅NH₂ and a salt of C₆H₅COONa.
Then I filter the solution and we get C6H5NH2 in the residue ?

Is this correct ?

You are on the right track. However, you may have troubles filtering aniline. Check its state of aggregation.

[Mitch]

I think her plan was to just crystallize out the benzoic acid. And then rotovap the water solution to get at the aniline?

[Sam (NG)]

After formation of Sodium Benzoate and aniline (right track), how would you separate the aniline from the solution of sodium benzoate? Think about polarity.