#### CherryBlossom1412

##### Full Member

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- May 5, 2017

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Hi! I have a question on #126 from DAT destroyer 2017 edition.

I'm having trouble identifying the most acidic proton here. I was trying to follow Chad's CARDIO mneumonic

(C - charged, A - atoms, R- resonance , D - dipole induction, and O - orbital)

so for this question, all protons attach to the same atom which is C which has no charge so i focused on resonance.

But then I got confused since A, D and E can form resonance. I was trying to use the logic that the most stable conjugate base is the strong acid but then I got stuck deciding which one is the best resonance.

the explanation at the end of the book is saying that vinylic and aldehylic protons aren't very acidic so D and E are eliminated, but I don't understand why. I got this question right (i believe it's by luck) because i remember other question from destroyer that carboxylic acid H is very acidic.

If anyone could explain how to approach this problem using CARDIO logic or any other logic, I would really appreciate it. Thank you!

I'm having trouble identifying the most acidic proton here. I was trying to follow Chad's CARDIO mneumonic

(C - charged, A - atoms, R- resonance , D - dipole induction, and O - orbital)

so for this question, all protons attach to the same atom which is C which has no charge so i focused on resonance.

But then I got confused since A, D and E can form resonance. I was trying to use the logic that the most stable conjugate base is the strong acid but then I got stuck deciding which one is the best resonance.

the explanation at the end of the book is saying that vinylic and aldehylic protons aren't very acidic so D and E are eliminated, but I don't understand why. I got this question right (i believe it's by luck) because i remember other question from destroyer that carboxylic acid H is very acidic.

If anyone could explain how to approach this problem using CARDIO logic or any other logic, I would really appreciate it. Thank you!

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