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An enolate attacks an aldehyde and the resulting product is subsequently protonated. What type of reaction is this? Fischer esterification an acid-catalyzed aldo co...

Question

An enolate attacks an aldehyde and the resulting product is subsequently protonated. What type of reaction is this? Fischer esterification an acid-catalyzed aldo condensation base-medlated aldol condensation Hell-Volhard-Zelinsky reaction Selman-Jones reaction

An enolate attacks an aldehyde and the resulting product is subsequently protonated. What type of reaction is this? Fischer esterification an acid-catalyzed aldo condensation base-medlated aldol condensation Hell-Volhard-Zelinsky reaction Selman-Jones reaction



Answers

A Cannizzaro reaction is the reaction of an aldehyde that has no $\alpha$ -hydrogens with concentrated aqueous sodium hydroxide. In this reaction, half the aldehyde is converted to a carboxylic acid and the other half is converted to an alcohol. Propose a mechanism for the following Cannizzaro reaction:

Okay, so as to show a mechanism for the Cannizzaro reaction. And we're starting with Ben's out ahead. So we're reacting with sodium hydroxide, and the O. H. Is going to attack the carbon carbon converting the key tune. It's not cox that I am. So this is gonna be our one. So this is going to react with the second Benz out ahead. And this bomb is going to reform two because the C H bond, too, attack the carbon carbon. So we had a car box like acid, and we have this structure. So here's the new hydrogen red, so the ACC oxide ion is going to depart in eight. The car box took acid and we'll get a We're getting a Cox and I on on the car box with acid and a primary alcohol. So here's the to Hodgins.

Okay. This problem is asking us to propose a mechanism for a manic reaction. Given the following, the regions have been given a second exit on just a six Governor in with a carbon on top. I'm also giving a nitrogen with hydrogen and two month groups and then also in a seat, childhood like that. And finally, that is all in an acid medium. So acid catalyst okay, and should result in the following compound that looks something like this. Something cycle hex unknown. And then in the awful position I have this, so just connection with my foot gets cut off. Okay, so how do we make this? Well, let's go through the mechanism. So first off, I see that I'm in an acid catalyst in an acid medium. So I'm going to protein ate my most basic compound, and my most basic compound is actually this and mean. So I'm going to go ahead and put it that I mean, with my acid resulting in the following compound. So I just have my propagated. I mean, Okay, next up, I'm going to utilize my album head and get my other had propagated so a little bit about why I'm using my all the head is opposed, Mikey. Tone first is because my album head is considered to be more reactive and general than Mikey Tone. And that's due to Sterk effects because this hydrogen is smaller than this group of carpets. And then also because of the inductive effects. Basically, my, my carbons are pushing electron density onto that carbon, making that carbon considerably less electric folk. Okay, so my childhood is considered more Electra Filic, which is why we're going to you utilize this album Hide in the first reaction. Okay, so I'm gonna first off Protein ate my oxygen without 100 moving the electrons onto that night. This After that, I should end up with my natural with two methyl groups and then my appropriated other hide. Okay, so now that I have my opponent adulthood, this album head is considered to be activated so I can more easily attack it with a nuclear file. So I'm going to use the power of my main group and make that my new profile attack my Electra Philip Carbon, and moved the electrons of to the auction to make an alcohol. Okay, So the result of that should be this in which I have my alcohol over here. And then I have my group, which has my extra pro tone and then my two methyl groups. So that means gonna be having a posit charge and then my hydrogen. Okay, so now I know that I'm I want to make some type of, um I mean, our enemy perhaps. So I need to kick off this alcohol. But obviously we know that alcohol is not the best leaving groups, so we want to make it into a better leaving group. So I want to make it water. So because I have this extra pro time, I'm going to move that proton onto this oxygen, and I'm going to represent that using a proton transfer. So just PT protect transfer will result in the following molecule. I just have water with a positive charge. And then I have my I mean with my two methyl groups and then my hydrogen. Okay, so my water is a much better leaving group now, I could make that water leave, and I can bring the elections down from that estrogen onto that single bond to make a double bomb case that I should result in the following molecule. It just ends up quickly. My nitrogen double bonded to my carbon and then my hydrogen there. So this nitrogen has a positive charge. Okay. And then of course, I have water down here. Okay, so now I have to. That's basically the first part of my of my reaction. The second part of my reaction is used utilizing my cycle accident. My cycle hex unknown, is also going to be in an acidic medium. Okay, so we're gonna have my acid, and we're going to propagate that oxygen resulting in just a protein, a taquito. Okay, so that probably the key tone is considered to be activated now. But it has this acidic proton. So the aesthetic proton is in the awful position right here. Okay, So if I have water, which I do and I have water because in my previous direction with the nitrogen, I formed water at a side product over here. And also because it let's assume that I'm in hydro Liam. If this was from a hydro Nehemiah such as age three plus, then after I appropriated that auction, then I would result in the formation of water. So this is we have two options of why we have water. So I'm going to move the electrons onto the hydrogen pro native, my water and in the process, moving the electrons onto this single bond. Okay, then simultaneously moving the electrons onto that oxygen. Okay, so after that, I should have the following compound in which I have my alcohol here and then my all keen here so that all cane is going to be considered to be nuclear folk in an eventual reaction with my, um, enemy compound. Okay, so what I'm gonna dio is bring this and I mean, over here on the right side of my screen, I'm gonna bring it down, and then I'm gonna have my vinyl alcohol attacked the base of that, um, enemy structure. So this is someone so carbon. Also imagine that this is an oxygen. I'm just going to co go ahead and attack the base of that carbon. Get so after I attacked that carbon, I'm gonna have to move the electrons up to this nitrogen to relieve of its positive charge. So that should result in the following. Oh, and by the way, simultaneously as I'm attacking those carbon with the elections from this double bond, I'm going to move the elections down from this oxygen to create a double bond. Okay, so I should end up with this. So auction with a hydrogen. So that means I have a positive charge there. And then this is considered to be my nuclear Philip Carbon. So I'm attacking my nitrogen. So I'm attacking the carbon. Sorry. So this carbon corresponds to this Corbyn attached to that carbon. We have my nitrogen, which has a single bond. And then we also have that those two month grips attached to it. And then, of course, to this central carbon, because this one we have that metal group is Well, okay, so now we have to consider What do we need to end up with? We need to end up with this molecule. And how do we end up with at all? We have to do Is deep protein ate my, um my protein a taquito. So I'm just gonna utilize water. So you're using water. I'm going to go ahead and deep, rotate that pro native key tone and move the elections back onto the auction, so we should end up with the following molecules. Just my product. So cyclo, hexane, own and then attached to that awful carbon. We have this. Okay, so this would be my final answer. And this whole thing is my mechanism.

Yeah, yeah. Protection involved a very similar mechanism. Mmh. The group is first programming making me right carbon in carbon. More in a conflict. No, they is mhm. Okay. Yeah. Okay. Nuclear file. Excuse you. Explain them. Take this. A nuclear file. Can you take this? Common it. Oh, it's okay. Yes. Whoa. Mhm this bomb. So no, don't. It's obstructive. And that girls. Well, it's Yes, it hadn. Oh, again, this is, uh so it doesn't hit me. How has he done? Yeah, I owe depositary. Yeah. Next two digits. Again. Broken aged. It's too. Oh, it's blue base again. Coordinator giving. Making the well. It's a good living loop. Yeah, for extra bloods. And, uh, okay. The self for with facilitate the removal of this as a living group. Double bond. Yes, the Baltic entrance. Now here again, the second market up aiding Taiwan. But that's which form coyote door. This speech. What you do A minus. We'll expect the program now giving the pain in college. Yeah,

On the question of 65. The product off the working condensation is to be form. No person couldn't take any more. The reaction Opare I'm behavior it No Alba hide isn't, for example, Benzali aid that a sitting and hydrated in business So sodium acetate in mild base. Now the mind the base usually abstract. This brought on on me that would release that is generated civilized the carbon you, which attacks the advocate on bombs more. Oh, minus Well, C o c extreme. This is done was a proto home. Well, it see everyone who or people see instinct. Yeah, on this eliminates the molecule of water. I'm bomb Everyone see all or C both yesterday when this come toe If what resorted to this product of African condensation in school, it's do it Yes, on the two places the ticket blue bombing I have returned had to lie to them acid cinema gossip plus See it's three t o points. No, in part C of the question Very similar reaction in which, when Charlie heard his activity, each other's moronic. Esther, don't you tell Melanie Mhm our political mechanism. Yeah, single boy D and see you or you. Hi. Identical mechanism mechanism is very similar word. One proton is It's like the room here, right? She is three c mobile minus that is attacking the annual generated The company Integrated is attacking the company group off the allocated finding four age C o e d on d. C all evening. This eliminates a more regular water, you know, minus it. Stool the bonding. Unsaturated digester. Yeah. Shit. Which one? Thanks. Treatment off this product, which is found. Bye. The reaction on us in no margin condensation when it is heated with a quest. Acidic solution. This park is sweeter with eggless i clinic solution. Usually we get a likable silly gossip which will eliminate a model of commonly outside medical the molecular covered outside with me eliminated from here. The bonding cinema cousin who? Uh huh. Thank Carbonell telling me. Released from the reaction was along with on here, there during the ideologies. But the two murders off heated alcohol is also at least 21 Andrea myself


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