Theophrastus Posted October 3, 2009 Share Posted October 3, 2009 What would be the products, in adding a strong base, like sodium hydroxide to acetaminophen? [ce] NaOH + HO-(C6H4)-NH-CO-CH3 -> [/ce] Link to comment Share on other sites More sharing options...
John Cuthber Posted October 3, 2009 Share Posted October 3, 2009 Do you have any initial guesses that we might comment on? Link to comment Share on other sites More sharing options...
UC Posted October 3, 2009 Share Posted October 3, 2009 What functional group is R-NH-C(=O)-R? It undergoes characteristic reactions with strong bases and acids. Google, grasshopper. Link to comment Share on other sites More sharing options...
Theophrastus Posted October 3, 2009 Author Share Posted October 3, 2009 (edited) What functional group is R-NH-C(=O)-R? It undergoes characteristic reactions with strong bases and acids. Google' date=' grasshopper.[/quote'] Oh damn, no need to google this one. Yeah, now that you think of it that way (the non- idiotic way), I'm guessing my products ought be sodium acetate (What could I use that for I wonder ) and p-aminophenol, which could be rather useful. P- Aminophenol would be insoluble, in water (which would be my solvent of choice for the [ce] NaOH [/ce]) so I can remove that to use in various organic syntheses, and then of course, anyone whose played with hot ice knows that it's properties are just plain fun! Out of interest, are there any particularly interesting uses, whether as a reagent for organic synthesis or whatnot, for p- aminophenol? Edited October 3, 2009 by Theophrastus Link to comment Share on other sites More sharing options...
Fuzzwood Posted October 4, 2009 Share Posted October 4, 2009 Aminophenol is slightly acidic. Link to comment Share on other sites More sharing options...
Theophrastus Posted October 4, 2009 Author Share Posted October 4, 2009 (edited) Ah, forgot to take note of that, that'll mean I'll have "sodium oxyphenylamine", which upon the addition of acid, will give me p- aminophenol. Edited October 4, 2009 by Theophrastus Link to comment Share on other sites More sharing options...
hermanntrude Posted October 4, 2009 Share Posted October 4, 2009 where did you get a supply of pure acetaminophen? Link to comment Share on other sites More sharing options...
UC Posted October 4, 2009 Share Posted October 4, 2009 where did you get a supply of pure acetaminophen? Just a guess- Cheapo uncoated off-brand acetaminophen tablets are not hard to come by and it's relatively easy to recrystallize. The fillers and binders are only a small portion of the tablet weight and are generally insoluble in most solvents. Aspirin can be recrystallized in a similar manner, using hot acetone to extract the tablets. Slow evaporation gives large, transparent crystals in my experience. Link to comment Share on other sites More sharing options...
hermanntrude Posted October 4, 2009 Share Posted October 4, 2009 nice. I didn't realise it'd be so easy to extract Link to comment Share on other sites More sharing options...
Theophrastus Posted October 8, 2009 Author Share Posted October 8, 2009 (edited) Sorry for the late post... but yeah, UC got it right. I'm using tylenol, actually (not the vile suspension, but the tablets), which where I come from is easy to come by, and relatively cheap. Joy. Edited October 8, 2009 by Theophrastus Consecutive posts merged. Link to comment Share on other sites More sharing options...
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