The following compounds can be synthesized by aldol condensati...

Question

The following compounds can be synthesized by aldol condensations, followed by further reactions. (In each case, work backward from the target molecule to an aldol product, and show what compounds are needed for the condensation.)
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Accepted Answer

Hi everyone. Welcome back. Here's our next problem. It says the following compound can be created by performing algal compensations followed by other reactions, determine the compounds required for the condensation reaction. So we're starting with our product and working our way backwards to the reactant. However, it's really important to note here that what our question asked this is for the compounds required for the condensation reaction. And we know that it tells us we have outdoor condensation followed by other reactions. So that makes it a little bit tricky. We don't need every single compound required to come to our final answer. We want to know what were the compounds required for the condensation reaction. So we'll think through what will lead to our final product. And then remember in the end we're focusing on the condensation reaction. So as we look at our kind of big old molecule here, we have as our final product um we see to carbondale groups. Um but our attention should be drawn to the fact that over here on the right, we've got a carbondale group. Um and then it's carbon, it's uh alpha carbon here is also attached to a cyanide group. And therefore we have an activated methylene group. Note that here because we have a carbon attached to two electron withdrawing groups. The cyanide and the carbon eel, I'm going to highlight this carbon in blue here. So we can kind of keep track of these things. And when we think of an activated methylene group, we can recall that you can have a nuclear filic edition of an activated methylene group, which attacks an alpha beta unsaturated carbonell compound to create a new carbon carbon bond. So I'm just going to write that all out here. So remember that. And of course, since we're looking to put together our complex final compound here, having an addition of a group is a good thing to be thinking looking for, since we're putting this molecule together. So if we're having an addition of our activated methylene group, that means the bond that was formed and therefore we have to sort of theoretically break apart. Is this bond carbon carbon bond right here. And let's look at our other side to see is that promising that does that give us what we need? We want the addition of this activated methane to an alpha beta unsaturated carbon compound. But we've got our carbondale group, let's label our alpha and beta carbons. So this would be our alpha carbon and here's our beta carbon. And yes, indeed, this could have been a double bond giving us an alpha beta unsaturated carbon compound which would then react here with this activated methylene group. So let's work our way backwards. What would have been the to react ints in that reaction? Well, we have our six carbon ring here with its carbonell carbon and we know we have an alpha beta unsaturated carbon compound. So here's our alpha and beta unsaturated. So this would have been a carbon carbon double bond. And then we have this methyl group up here with the result that our reactant and this reaction would have looked like this and the compound it would have reacted with. We'll draw here, we've got our ethyl group are carbondale compound here and our cyanide group here and then I'm gonna add this blue highlight so that we can keep track of which carbon that is. So this would have been the previous step before this, putting these two pieces together. But this isn't an outlaw condensation reaction and we're looking for the compounds required for a condensation reaction. However, when we look at this alfa beta unsaturated carbon compound, that is the result of a condensation algal condensation reaction. So now we're going to focus on this molecule right here to look backwards at what our condensation reaction would have been. And we recall that in those condensation reactions that the carbon carbon double bond is formed with the carbon that had been in the other carbon Eel, ceo double bond. So again, I'm gonna use colors here to just keep straight. We would have had this carbon right here and then I'm going to label on red and then the other the carbon heal the carbon that would have been part of the other carbonell group. I'm going to label here in yellow. So now we can work our way backwards to what were the reactions that we had that did that outlaw condensation reaction, what we have are ring here and put in here's our carbon eel and it's this carbon here in red that reacted. But in the original state, all it had on it were two hydrogen than the molecule would have reacted with. We'll draw over here and we know we have our carbon here. It's got a methyl group on it. So when we look at our other carbonell carbon that formed the CC double bond, this carbon highlighted in yellow would have to be part of the carbon group. So we know we've got our carbondale here, Ceo we've got one methyl group. So this is good old acid al To hide over here, you've just got a hydrogen, your methyl group, your Ceo. And then we'll use our yellow highlighting to match up those carbons. So these products here got around them are not products excuse me, reactant. Are the two compounds required for our condensation reaction that occurred at the beginning here, yellow. So we keep that straight. That is the answer we're looking for. We have that condensation reaction of these two that led to this alpha beta unsaturated carbon compound that then reacted with this activated methylene compound to form the final product that we were given in our question. See you in the next video

The following compounds can be synthesized by aldol condensations, followed by further reactions. (In each case, work backward from the target molecule to an aldol product, and show what compounds are needed for the condensation.)
(c)

Key Concepts

Aldol Condensation

Retrosynthetic Analysis

Functional Groups

Watch next

The following compounds can be synthesized by aldol condensations, followed by further reactions. (In each case, work backward from the target molecule to an aldol product, and show what compounds are needed for the condensation.)(c)

Key Concepts

Aldol Condensation

Retrosynthetic Analysis

Functional Groups

Watch next

The following compounds can be synthesized by aldol condensations, followed by further reactions. (In each case, work backward from the target molecule to an aldol product, and show what compounds are needed for the condensation.)
(c)