Chemical Forums

Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: foxfourfive on March 30, 2016, 02:00:52 AM

Title: Ketone and Succinimide solution separation
Post by: foxfourfive on March 30, 2016, 02:00:52 AM

So I'm bromonating a non-water-soluble Ketone in Acetic Acid using NBS.

Once the reaction is complete I'm left with a reaction mixture containing the Bromo-Ketone and the Succinimide, my goal is to remove this Succinimide from the mixture completely.

Because the Succinimide is water soluble and the Ketone is not, could I dilute this mixture 1:1 with distilled water, theoretically separating the two into a Succinimide Solution and the Ketone?

Title: Re: Ketone and Succinimide solution separation
Post by: discodermolide on March 30, 2016, 02:25:59 AM

I said before that chemistry is an experimental science. If you have proposed a "theory", the way to find out if it is correct is to do the experiment.
However do not forget the acetic acid.

Title: Re: Ketone and Succinimide solution separation
Post by: foxfourfive on March 30, 2016, 02:38:23 AM

Thanks for the encouragement, had a great time in the last ten minutes with that clue!  ;D

I'll put it into practice in the experiment, and have decided to neutralize the Acetic Acid with NaOH. I'm hoping that this won't affect the Bromo-Ketone.   :-\

Title: Re: Ketone and Succinimide solution separation
Post by: discodermolide on March 30, 2016, 03:10:09 AM

It might be better to add water and more solvent, say dichloromethane, and do the separation. Then wash the organic with bicarbonate to remove the acetic acid. Careful of CO₂ here.
NaOH, might be too strong a base.