Adipic acid is fairly soluble in water, and I'm trying to think of a way to get it out of solution without resorting to liquid-liquid extraction
(which I don't have the glassware for). Anyone know if there are any insoluble salts of this acid?plante1999 - 26-6-2013 at 14:19
I guess calcium would do the trick, as it generally form insoluble salt with organic acids, but I may be wrong.DraconicAcid - 26-6-2013 at 14:28
I guess calcium would do the trick, as it generally form insoluble salt with organic acids, but I may be wrong.
Calcium adipate was the one ion that I was able to find out is soluble in water.
There's a patent online that states " Unlike succinic acid, calcium succinate is relatively insoluble in water when compared with calcium adipate.
Calcium succinate has a solubility at 25° C. of only 1.26%, and the solubility at this temperature is a peak solubility with lower solubilities at
higher and lower temperatures. "
I made mine using a procedure in Brewster (1961). Here's the applicable excerpt:
"Acidify the hot filtrate with con HCl and allow it to stand in a bath of ice water for 15-20 minutes. Collect the crystals of adipic acid by suction
filtration...."
The expected yield was 3g. I did a double batch and obtained 6.2g. I used 10.6mL of cyclohexanone. So you can calculate my yield if desired.
DraconicAcid - 26-6-2013 at 14:59
Yeah, the standard prep is either from permanganate, or from hot nitric acid (this has gone volcano on me more than once). I wanted to try to bleach
oxidation of an alcohol, and it seemed that adipic acid would be the easiest product to isolate....until I realized how much solution it would take.
Bother.
A few patents claim that it can be precipitated as a urea adduct....hmmm.
[Edited on 7/8/13 by bfesser]DraconicAcid - 26-6-2013 at 15:20
Sorry, guys- I just remembered that work-related stuff is forbidden from sciencemadness, and this is meant towards a lab I'm developing for my
students. Feel free to close the thread.Random - 26-6-2013 at 15:25
Sorry, guys- I just remembered that work-related stuff is forbidden from sciencemadness, and this is meant towards a lab I'm developing for my
students. Feel free to close the thread.
I wouldn't think that items of more general interest would be a problem here, but the site http://www.chemicalforums.com/ does have a lot of questions relating to teaching labs, graduate work, and work related questions, if that helps.
It is a similar site with a different mix of threads, but nicely complementary to this forum. sonogashira - 27-6-2013 at 17:35
