Claisen Condensation - Video Tutorials & Practice Problems
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What makes Claisen Condensation stand out? Well, much like aldehydes and ketones, esters can form enolates. The rest well, is history....
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Claisen Condensation
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Video transcript
Hey, everyone in this video, we're gonna focus on a specific type of condensation reaction called the Klassen condensation. Okay, so Esther's, like other carbon eels conform. Immolates. We've discussed this in the past, okay? And when these Esther's form immolates in the absence of other electric files, they can react with themselves. Okay? And when they reacted themselves, they're gonna condensate into what we call Beta keto. Esther's. Okay, that's the functional group that we always get the end. So we're just gonna go step by step through this mechanism, and I'm going to show you guys not only the mechanism, but how to set it up so that it makes the most sense. And it's the easiest for you to predict what the product is gonna be. So the first step is two d protein ate your Esther to make the Eataly. Now again, guys, I've said this a bunch of times, threw out all my videos. Maybe you haven't seen them yet, But what I have said is that whenever you're reacting and Esther with an oxide base, what do I have to be careful about what I have to know. I have to make sure that my our group is the same as my alcohol. Our group in the Esther or what happens? Okay. Or I get a transit stare ification. Okay, so I'll just put a little bullet here, so we can always remember this. We have to keep saying it must use Alcock side if you're going to use in. A Cox said you don't have to use an old cock side, but if you use in a cock side, if you use one Uh huh, Yeah, with same our group as Esther. Okay. Why? Or you will get trans a stare ification. And guys, if you get a transit certification, then you have no idea what happened in your reaction. Okay? Like you instead of getting what you were thinking, which would have been a place in whatever, you're just gonna get a transit certification instead. Now, guys, if this word of transit verification stones totally foreign, you have no idea what I'm talking about. Then I would definitely recommend going to the clutch search bar and searching transit certification because the theme that keeps popping up, it's probably better that you just know about it now. Okay, so anyway, guys, So we use. Thankfully, here are groups are both bold ID. So I guess that means that the same. I pulled off a proton and I got my finally. Okay, Now we're gonna do nuclear feel like attack. We'll remember. We don't have any other nuclear files around. Notice that in my oh, are there's no other. I'm sorry. I said neutrophils. I met Electra files. I don't have any other electro files around that the negative can react with. Remember how immolates can react with Elektra files and they can attack things. Right? But if we don't have one around, then it's gonna be forced to attack itself. So we're gonna line up my family on the left side, okay? You always put the easily on the left side. Okay, You're gonna line up the Electra, fall on the right. And one thing that's unique about Esther's is that Esther's have an O. R group, right? So I always want you to draw your O R group. I'm gonna put here for the lecture file, draw Oh, our group towards easily I'll show you why I'm a little bit okay. But it's very important. Thio easily predict your products. You should be drawing your or group towards the family. Okay? And you know, with your family, you should draw, and I on towards electric file makes sense. So I got what I call my easily on one side. I've got the non on ionized the non immolate Electra file on the right side. Now, keep in mind that this molecule, the reason it hasn't reacted yet, is because I used the based on the first one first. Like, I'm just basically saying that I'm using and a reacted in a late with one that hasn't reacted yet, okay? And we're ready to start her mechanism. So, guys, you're going to get a nuclear filic attack. That CH two negative is now pretty strong nuclear file. So we're going to attack the Cardinal Carbon. We're gonna push the electrons up. We're used to seeing this. But, guys, now this mechanism is going to be follow of mechanism that we have talked about in other sections of this text, which is that you're kicking up electrons to into an o negative. So you're getting a Tetra Hydro intermediate, right? But we also have an o R group President right guys in o r in your carb oxalic acid derivative. Uh, part of the clutch lessons we define O r as a Z group. Z means it's a lecture. Negative Z means that it can be kicked out as a leaving group. So that means that instead of protein ating here like you would expect for nuclear Philly condition where it just gets on alcohol and that's it, we actually reformed the double bond and kick out the O. R. So this is not a nuclear filic addition mechanism. In fact, this is a nuclear Filic Aysal substitution reaction. So this is what nes means. Nuclear flick A seal substitution. And this is the subject off your car broke Cilic acid derivatives section of the text. Okay, so if you're interested in any s or what a car looks like, that's a derivative is by all means, you can do a little bit of watch my videos and you'll be a pro. Okay, So anyway, guys, what's interesting here is that now what we've created is we've kind of blended two mechanisms in tow one because we did, um, you know, we decided to substitute the Alfa position of my family, right? That's what we're trying to go for, but we're doing it through an n A s. So what we wind up getting is a beta keto Ester. Okay. And what's great all bit a keto esters is that unlike other condensation that sometimes have alternate products, For example, there's a condensation called the al doll condensation where you have two different products that are possible. Okay, but Clasen is easier because Clasing you only have one. You're always just gonna have a beta keto, Ester. That's it. Why do we call it Bay Taquito Western? Because you've got and Esther with a key tone on the paid A position. All right. So, guys, I just want to show you an example. Application. It turns out that if you do a place in condensation on to this would be what, Ethel acetate. Okay, ethyl acetate is the way you name that, Esther. Okay, So if you combine ethyl acetate times to in the condensation reaction, what you actually get is called aceto acidic, Esther. Okay. And guys, aceto acidic. Esther is a huge part of organic synthesis. Okay, we're going to spend an entire, like, basically section talking about how to turn thes beta die carbon. You'll Esther's into other types of compounds, like substituted Alfa carbons. Okay, so it turns out that you can use a clay sin to then make a pseudo sick Esther, which then we can make other things out of. This is a compound that we spend a lot of time with inorganic chemistry to. Okay, so it's just kind of cool how these things kind of linked together. All right. Awesome. So that's it for this video. Let's move on to the next topic.
Mechanism:
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Problem
Problem
Draw the structure of the Claisen condensation product for each of the following compounds.
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Problem
Draw the structure of the Claisen condensation product for each of the following compounds.
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Problem
Give the structure of the ester precursor for the following Claisen condensation product.