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Topic: Synthesis of Sulfanilamide from Acetanilide  (Read 8313 times)

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Offline gobuckskb9

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Synthesis of Sulfanilamide from Acetanilide
« on: May 26, 2009, 10:22:45 PM »
In my lab class we made Sulfanilamide from Acetanilide.
There are two question that I have to know for my final that I can't seem to get my head around.

1. why does the solution go from a suspension of material to a clear solution in the amide hydrolysis with aqueous HCl at the end of the synthesis?

2. Why did basification of the aforementioned hydrolysis reaction (work-up) lead to the formation of a precipitate?

I just can't figure out why these things are happening, any insight would be appreciated.

Offline nj_bartel

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Re: Synthesis of Sulfanilamide from Acetanilide
« Reply #1 on: May 27, 2009, 12:31:25 AM »
Consider the solubility of NaCl in water, compared to say, benzene.

Why is it more soluble?

Now consider some properties of amines, and look at what's in the solution.

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