Stearic
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Sodium 4-Aminophenolate
I would believe that hydrolysis of acetyl p-aminophenol(tylenol) with Sodium hydroxide would produce acetic acid and sodium 4-aminophenolate. Could
you then precipitate copper 4-Aminophenolate?
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sargent1015
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Oh dear god, now I understand why Nicodem gets pissed off at these posts.
Where are your sources???
But, anyways, since I have nothing better to do, I will spoon feed you some information.
Yes, you can hydrolyze the acetyl amide, either with acid or base
This paper claims acid hydrolysis works the best, but their formula is wrong, since acid will protonate the amine post-hydrolysis:
http://www.rsc.org/learn-chemistry/content/filerepository/CM...
After that step, I would attempt extraction with saturated bicarb solution and an organic solvent (DCM) as this should leave the 4-aminophenol neutral
and extractable into the organic phase. I don't really want to do anymore research for you on pKa's, since I'm sure you can do that and figure out the
pH you need to obtain.
As for copper phenolate, one would use a hydroxide in water to get the pH below 10 (If you looked up pKa's, this will be obvious why) and add a
suitable copper salt. I have no idea if this compound is stable and isolatable, but I'm sure you can do a little bit more research without my hand
holding.
In the future, no references = "Beginnings" section.
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Nicodem
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Thread Moved
6-7-2013 at 12:11 |
sargent1015
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Hello,
please provide a source to your nonsense or do not post.
Or maybe you didn't read my above reaming for Stearic? In which case, please read the whole thread before you post.
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bbartlog
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The pKa of 4-aminophenol is lower than that of phenol, so forming a copper salt seems more plausible than it would be for phenol itself. I would
suggest performing the hydrolysis of acetaminophen in acid solution just because 4-aminophenol (like phenols generally) is really prone to air
oxidation in basic solution. If you do decide to go with NaOH, make sure to exclude air to the extent possible.
The less you bet, the more you lose when you win.
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ScienceSquirrel
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I tried this a long time ago.
Extract paracetamol tablets with say a 50 : 50 mixture of ethanol and water, add about two to three times the required amount of hydrochloric acid
and bring to the boil. The smell of acetic acid is immediately apparent.
Cool and crystals of the aminophenol hydrochloride will precipitate as needles.
Adding the crystals to a dilute solution of sodium hydroxide forms a solution of the sodium aminophenolate which is oxygen sensitive, the solution
rapidly turns brown and then black depending on concentration.
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