Asked by Meenaakshi
Dr.Bob,
Arrange these acids in terms of increasing acidity:
CH3COOH, NH3+CH2COOH, CH3CONHCH2COOH
According to my Chem textbook,NH3+CH2COOH has a low pKa value since both the COOH & NH3+ are protonated,so it is most acidic. CH3COOH is a weak acid, but I'm not sure about the N-acetylglycine.Dr.Bob said earlier that I had the order reversed,which means CH3COOH is most acidic among all three. Hope Dr.Bob can explain why my assumptions went wrong.
Thank you
Arrange these acids in terms of increasing acidity:
CH3COOH, NH3+CH2COOH, CH3CONHCH2COOH
According to my Chem textbook,NH3+CH2COOH has a low pKa value since both the COOH & NH3+ are protonated,so it is most acidic. CH3COOH is a weak acid, but I'm not sure about the N-acetylglycine.Dr.Bob said earlier that I had the order reversed,which means CH3COOH is most acidic among all three. Hope Dr.Bob can explain why my assumptions went wrong.
Thank you
Answers
Answered by
DrBob222
First, can you tell me what NH3+CH2COOH is. I have no idea. Is this a way of writing NH3 + CH3COOH for ammonium acetate. CH2COOH isn't anything is it?
Answered by
Meenaakshi
Ok,that NH3+CH2COOH is obtained when 1 mol of glycine is added with a strong acid,which results in both amino & carboxyl groups to be fully protonated.
Answered by
DrBob222
See my later post to your explanation. However, I think you get the amino group protonated; the carboxyl group is already fully protonated isn't it?
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