Organic Chemistry / Element Effect
  • Solutions 7
Sign up for free to keep watching this solution

Solution: For each compound below, identify the most acidic proton in ...

Question

For each compound below, identify the most acidic proton in the compound:

Video Transcript

Alright guys, let's go ahead and find our most acidic proton in this molecule. Guys, we've talked about this at length before, if you notice we've got a thiol over here and an alcohol over here, and theyÕre in the exact same chemical environment. Guys, what's going to happen here? Just by what we talked about before, we know that this is definitely going to be our most acidic hydrogen in this molecule, because we know the rest of these are going to have a pKa of about 50, and we know that our sulfur is bigger than oxygen, so we can dilute charge over itself more than the oxygen can, right? Just because it's larger. Alright guys, let's move on.