Answer to Question #8327 in Organic Chemistry for Meenaakshi

Question

Hi thank you very much for your help. I've another question .
Which is the order of increasing acidity for the given carboxyl groups(least first)?

CH3COOH, NH3+CH2COOH ,CH3CONHCH2COOH

My answer is CH3COOH< CH3CONHCH2COOH<NH3+CH2COOH. From what I read in my Chem textbook,NH3+CH2COOH has low pKa value since it has both COOH & NH3 groups protonated,so it is most acidic.
Anyway, I'm unsure about my approach. Need help . Thanks

Answer 1

CH3COOH&gt;CH3CONHCH2COOh&gt;NH3+CH3COOH
the first is acid,the second is acid
too,but it is weaker acid(aminoacid) and the last one is salt