u/Friendly_Guard1159

So here are two uworld questions based on acidity I encountered.

For the second image, It said the right answer was A because the oxygen is more electronegative than the carbon after deprotonation which is why A is better than D and that makes sense. I searched it up and found a framework called ARIO (atom, resonance, induction, orbital) to evaluate acidity so thought I should follow that from now on. Then I encountered image 1 and based on this framework, chose the NH2 protons as most acidic. I get that NH2 is basic but N is more electronegative than C so im unsure on whether this framework is even accurate and how to best approach these types of acidic proton questions.

I acknowledge image 1 is asking abt the enolate but just wanted to know regardless how to determine acidic protons.