Claisen-Schmidt Condensation - Video Tutorials & Practice Problems
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When a crossed aldon contains an enolizable aldehyde and a ketone, one product does predominate. Let's see which one it is.
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Claisen-Schmidt Reaction
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everyone's Now we're gonna talk about a very specific type of crossed al doll reaction called a clay sin Schmidt reaction. Okay, so the clay sin Schmidt condensation is what happens when you have an analyze herbal alga hide plus key tone. Okay, so this means that we're kind of breaking the rules. Remember that I told you, is if you have a cross Al doll, then you should have one non analyze Herbal Carbonell. But this is the reaction that happens when you have specifically and analyze herbal, alga, hide and and analyze herbal ketone. Okay, Both together. Well, it turns out that you actually get kind of lucky if you mix and Al died in a key tone together that are analyzed. Okay, because theoretically, they could both react and you'd get across product. But what happens in real life is that one product does actually predominate. Why? Because it turns out that all the hides guys are more susceptible to nuclear feel like addition than key tones. So it's gonna favor one of the immolates over the other. Basically, what I'm trying to say here is that you've got your key tone. Let's say and you've got your alga hide, right? Okay. Theoretically, both of these could form Italy so I could form an email late. Let's say this is molecule A on this molecule b I could form an Italy on a I could form in Italy on B and I would start getting a mess. Right? I would get my pundit square again. But what actually happens is that you Onley form be evenly on a Why? Because be happens to be an alga hide. So it's a group that is easier to do nuclear feel like addition with. So then it would prefer to be attacked and be the electro file instead of being the only Okay, so with Clayton Schmit, it's the one example where you actually can have analyze herbal cross products and or cross free agents, and you're still just gonna get one product. Okay, Makes sense. So you guys got this? Go ahead and predict the major products of the following place and Schmidt condensation notice at a key. Toto and Aldo high notice they're both analyze Herbal. Try to predict it, and then I'll show you guys what? The answer is
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example
Predict the Major Product
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All right. So which one did you choose as the Annaly? Okay, guys. So by definition, if I have a mixed ketone and Alba hide the key tone is gonna wanna be the early so that it can attack the alto hide. Okay, So I'm gonna bring this key tone down to my left side and draw it as my finally remember that you always want the anti onto face towards the equally towards the towards the electro file. And I'm going to react that with my Aldo hide, which I'll keep drawing exactly the way it is because I want the H the smallest group to face towards the negative charge. I'm gonna do my reaction. I'm going to get a molecule. Looks like this My Eataly is there. No, I have O h carpet. Okay. No, guys, I am skipping a few steps. Like for example, I skipped the protein ation step because this isn't a mechanism question. That's predicted product. Okay, But you guys know that you could protein ate that with the conjugate of your base because your base would have an extra proton. It pulled a proton off the key tone. Okay, now we know that what these things like to do? Your beta hydroxy carbon eels. What's wrong, guys? It's gonna be very difficult to keep. This is a beta hydroxy carbon, Neil, because we've gotten irreversible. Dehydration hang around. Okay, Once you dehydrate, it can't go back to the original key tone. So what we're gonna wind up getting is a dehydration product. Okay, Awesome. Okay, so there you go. That's gonna be pretty much my final product. Knows it's between the Alpha and the beta. This is my unknown, right? And we're done. Okay, So that's it for the place and Schmidt. So as you guys can see how it fits into the idea of crossed Aldo, it just happens to be lucky that the alga hide is less willing to be in Italy than the keystone. Okay, awesome. So let's move on to the next topic.
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