Topic: Sulfanilamide PKa values (Read 11037 times)

anilin · « **on:** October 28, 2009, 02:36:31 PM »

Why does sulfanilamide have two different pka values? One in acidic range and the other in basic range?
Is it a basic compound?
Thanks

KritikalMass · « **Reply #1 on:** October 28, 2009, 05:27:37 PM »

Look at its structure. You can see it has two acidic groups, thus it has two different pKa- one of the groups is more acidic (the hydrogen comes off easier) than the other one.

anilin · « **Reply #2 on:** October 28, 2009, 05:44:14 PM »

Quote from: KritikalMass on October 28, 2009, 05:27:37 PM

Look at its structure. You can see it has two acidic groups, thus it has two different pKa- one of the groups is more acidic (the hydrogen comes off easier) than the other one.

do you mean two NH2 groups? is NH2 not a base?

KritikalMass · « **Reply #3 on:** October 28, 2009, 06:27:56 PM »

Quote from: anilin on October 28, 2009, 05:44:14 PM

do you mean two NH2 groups? is NH2 not a base?

Yes, I mean the the two NH₂ groups. And NH₂ is slightly basic but you titrate these things with a strong base such as NaOH which is much more basic than the NH₂, so the OH^- is able to rip one of the hydrogens off each of the NH₂ groups. As a result, you end up with a sulfanilamide salt and water.

Hope that helps!

Xboss · « **Reply #4 on:** November 05, 2009, 01:15:58 PM »

thanks Kritikalmass .

nice read ... i'm working on that drug's derivatives

Topic: Sulfanilamide PKa values (Read 11037 times)

anilin

Sulfanilamide PKa values

KritikalMass

Re: Sulfanilamide PKa values

anilin

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KritikalMass

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Xboss

Re: Sulfanilamide PKa values

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