Chemical Forums

Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: timchai on March 06, 2009, 09:00:20 PM

Title: why reic acid is acid
Post by: timchai on March 06, 2009, 09:00:20 PM: i want to ask why it is , where is its ionizatble H atom , why it has PKa -3.xx , where acidic
Title: Re: why reic acid is acid
Post by: timchai on March 06, 2009, 09:00:57 PM: not uric acid
Title: Re: why reic acid is acid
Post by: Borek on March 07, 2009, 04:09:50 AM: I have no idea what reic acid is. I suppose I am not alone.
Title: Re: why reic acid is acid
Post by: timchai on March 07, 2009, 08:40:21 PM: en.wikipedia.org/wiki/Uric_acid
Title: Re: why reic acid is acid
Post by: nj_bartel on March 07, 2009, 08:46:00 PM: why would you say 'not uric acid?'

At any rate, it's acidic because it's conjugate base is stable - the carbonyl oxygen carries a large portion of the negative charge when the amine gets deprotonated.
Title: Re: why reic acid is acid
Post by: timchai on March 07, 2009, 11:41:06 PM: why N H can lose its H atom , why it is so acidic , ,can u use inductive effect to explain and show its conjugated base
Title: Re: why reic acid is acid
Post by: macman104 on March 08, 2009, 12:44:44 AM: Quote from: timchai on March 07, 2009, 11:41:06 PM
why N H can lose its H atom , why it is so acidic , ,can u use inductive effect to explain and show its conjugated base
As nj said, it is due to the conjugate base being so stable. You can observe the same thing when you look at acetone and acetylacetone. I've drawn some pictures to help illustrate the idea for you.