jsorex (Hive Bee)
09-12-03 11:23
No 458597
      Na binding to sulfanilamide  Bookmark   

where does the Na bind to form the salt? On the NH2 or the SO2NH2?

-jsx
 
 
 
 
    Rhodium
(Chief Bee)
09-12-03 19:16
No 458687
      Sulfanilamide ion structure  Bookmark   



Sulfanilamide is most easily deprotonated on the sulfonamide nitrogen: http://acpcommunity.acp.edu/Facultystaff/hass/oc2web/Lab/exp/sulfa/exp4bg.pdf
 
 
 
 
    jsorex
(Hive Bee)
09-13-03 17:10
No 458868
      Why is this? Secondly, would it be correct to...  Bookmark   

Why is this?
Secondly, would it be correct to assume that the Sulfur containing substitute has something to do with the toxicity?

-jsx
 
 
 
 
    Rhodium
(Chief Bee)
09-13-03 17:18
No 458869
      sulfanilamide  Bookmark   

1) The reason why is explained in the PDF - it has to do with certain resonance structures.

2) I don't understand the question.
 
 
 
 
    jsorex
(Hive Bee)
09-13-03 17:22
No 458870
      OK, thanks I'm reading the pdf right now.  Bookmark   

OK, thanks I'm reading the pdf right now.

About the second question. Why is this substance toxic? I read somewhere (don't have refrence) that 100 people died in the 30's in the states cause of this drug..

-jsx
 
 
 
 
    jsorex
(Hive Bee)
09-13-03 17:25
No 458871
      Ok apparently the poor water solubility is the  Bookmark   

Ok apparently the poor water solubility is the reason of the nephrotoxicity. And thus droping the pKa will lesson the toxicity. Substituting the sulfoamide nitrogen atom.

-jsx
 
 
 
 
    Rhodium
(Chief Bee)
09-13-03 17:52
No 458875
      Is there a limit to laziness?  Bookmark   

OK, thanks I'm reading the pdf right now.

Huh? Didn't you even bother to read the reference I retrieved for you before asking more questions? Is there a limit to laziness?
 
 
 
 
    jsorex
(Hive Bee)
09-15-03 13:37
No 459181
      Re: Huh? Didn't you even bother to read the...  Bookmark   


Huh? Didn't you even bother to read the reference I retrieved for you before asking more questions? Is there a limit to laziness?




Uh, in my case, no. Sorry, actually there's no point in asking anything, for all the answers one could find in either books, TFSE, via google etc.


-jsx