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LDA CHzlMonocarbonyl compounds can be alkylated at the position Va the use of lithium diisopropylami enolate, the a-hydrogens are less acidic than those of 8-dicarb...

Question

LDA CHzlMonocarbonyl compounds can be alkylated at the position Va the use of lithium diisopropylami enolate, the a-hydrogens are less acidic than those of 8-dicarbony] compounds and s0 stonger ba Compounds such a5 esteTs, ketones, and nitriles arc commonly alkylated via this proccdure. Aldehy Drawv curved aTotts t0 show the mo= emcnt of electrons in this step of the mechanism Artow pushing InstructionsQ:0:etror nas been cetected your answer Chcck hypos, Inscalculations etc bolore subm tting you

LDA CHzl Monocarbonyl compounds can be alkylated at the position Va the use of lithium diisopropylami enolate, the a-hydrogens are less acidic than those of 8-dicarbony] compounds and s0 stonger ba Compounds such a5 esteTs, ketones, and nitriles arc commonly alkylated via this proccdure. Aldehy Drawv curved aTotts t0 show the mo= emcnt of electrons in this step of the mechanism Artow pushing Instructions Q :0: etror nas been cetected your answer Chcck hypos, Inscalculations etc bolore subm tting your answer. uhentana Retry Entira Giovo more proup attempt remaining CH3



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When 2-methylcyclohexanone reacts with a base and is then treated with an electrophile such as methyl iodide the product depends on the reaction conditions, see below. At high temperature, the major product is the geminal dimethyl compound. This is because (a) Alkyl groups are weak electron donors due to inductive effects and hyperconjugation. (b) The enolate formed at high temperature is more stable. (c) diisopropyl amide (LDA) is a much stronger base than $\mathrm{Et}_{3} \mathrm{~N}$. (d) Lithium diisopropyl amide (LDA) promotes an anti-Markovnikov type addition.

Yeah, Just don't You hate it when a question like 48 has letters up Tio killers trying to get through this on fast. So he has metal methylene methylene, and then this all the hide. Great. And so it's asking us if we react this with multiple re agents. What? We're going to get first on the yacht hydroxide. Of course, that's going to make this carbon nuclear Filic. It's going to react with itself so we can generate 123123 this product right next. We have no h minus and formaldehyde. So this formaldehyde is goingto act as Thie Electra file. So will generate this compound for C first we're doing lt, eh? And then reacting with this Al the hide and then we have water. So of course, hell d is going to make our Alfa Carbon super nuclear Filic are going to introduce her Aldo hides who are actually going to end up with very similar products. But now we still have that metal group that's attached pretty sweet living on D. We are reacting way I said too Theo to PT too. That is this 13 di s there So I'll go ahead and re draw our ex starting material books. My screen doesn't really work that well off from that side. So try a little bit closer. This is going to be our nuclear file again. Gonna knock off one of the's? Oh, actually, I'm sorry. So if we're using sitting with oxide and ethanol, this is going to be the much more acidic Proton. So this carbon is definitely going to be the nuclear file to attack this one. So, under quiz this product, if we have acid, we could cleave off this whole group, but for only ending with ethanol. So this is our final product E career going to react This with meth, a lithium and then water. That's their product. Great. If we have sitting Bora hydride methanol, it's of course, that gets us to our primary alcohol. She we have hydrogen with palladium on carbon. This is also reductive conditions to get us to our primary alcohol for H, we have nicer glycol with tossed Ilic acid. Of course, this act as you're protecting group will generate this acid towel. I we have C h three and H two and mild acid, which is the pH around 4.5. So here we're going to have our mean The condensation they'll fall into our nitrogen was our stage three intact generates our I mean, also known as the shift base. And Jay, we have diamond full. I mean, so will generate the the mini. Um, but that's super unstable. Sze, Of course, this touch more ices to generate the in. I mean, that in portions stands for the Al Keen, of course. And then you have just You're mean. Okay, our doing We are on kay. So we're using 03 age to us before super oxidizing conditions is going to take our all the hide all the way up. Tio Carb. Oxalic acid. Yeah, it's like it l p r too. And we have this car. Looks like acid. Mm. We have this village for n sit in cyanide and it's still for Oh, we have lt, eh? What? It said three. I pretty sweet. Okay, so if we have L. D A. This is what our starting material is late. So of course, after a deeper to Nate, we can attack the nuclear file. I'm sorry, Eun Attack. Would this nuclear file to this electric Filic. Leslye died to generate this product for a judge who are actually forming our science a hydra in so that we have nuclear feel like cyanide attacking our album Hide and opening of and an age seal to protein ate that Wilcox side. Finally, with our vintage reaction, we're losing trifle phosgene oxide in this reaction and replacing it with Nick Harbin. So we end up with this entirely. Carbon hydrogen are hydrocarbon on Lee was no header, Adams.

Hi, everyone. So, in this question, uh, they have given, uh, elemental analysis. Carbon at 71.9% and hydrogen, 12.1%. Then mass spectroscopy. Best big 800 other big 8. 43 than you know, carbon in carbon absorption. Sound different direction or H 2900 to 2000. Okay, then they have given a, uh c 13 animal spectroscopic data, and, uh, you know, this component reduction gears, uh, alcohol. And this from this, you have to elucidate the structure of the compound A. So let's begin. You know, first one needs there is a large image. There is percentage than atomic ratio. So 11 to include carbon, hydrogen oxygen. So passengers 71.9. Then this is 12.1. Option is 16. Yeah. Then atomic ratio of carbon. Are you blind? 992 That top erosion is 12.1, actually. Is one no, you know, phone numbers. So this is six. Well, and one now, since carbon is to hydrogen is to oxygen ratio is six h to 12 h 21 and therefore empirical formula of the compound is C six h 12 0 now. I think I'm better with this. You know, uh, you'll find, uh, no matter off and saturation is equal to one. Uh, this can be found out there is, uh, you know, parental king. There is. Action is taken s c H two. So you'll get C seven h 14. So C seven h 14 plus two. So see seven yet 16. Should be They're okay, but, uh, 16 minus 14. So we'll get to point to one side self and rich saturation. Secondly, we know that that is therefore, the structure of the probable structure of the compound is CS three cw one oh ch two ch two ch two Mhm ch two. Yeah, that is a exam tone. So, you know, this shows a best big in mass spectrometer at 100. The name of this compound is Exam two. Examine two on our three metal pendant tour exam. Doing okay? Yeah. Now. So this is where the compound A This will become bound E Yeah. Come, Bondi. Now this social, uh, mass spectrometer fragment and a message she is called to 43 due to formation of CS three C double bond. Oh, yes. No. Uh, no. It's social. A carbon frequent scene. Yeah, that is ch three c w bond. Oh, then ch two ch two ch two ch three. So this carbon group shows frequency in the iron at 2. 1718 per centimeter. Yeah, okay. Many my new dances, etc. You can say, See that is this compound CS three c, double one? Oh, yeah, ch three. So the sound reduction with and maybe age four goods CS three ch, please. Yeah, then mhm ch two ch two ch two ch three. So this is secondary exile. Alcohol, secondary exile. I'll go home then. Divan. There is so my spectroscopic the carbon 13 NMR spectroscopy data. Okay. C o ch two ch two ch two ch three. So this is happening around 43 point for you. This carbon in carbon around 209 Then this is around 1 22.4. Then they says 29.8. When this is 26.1. And this is 13.7. And I saw the structure of compound. Is this

Hi every month. So we'll brain here element then percentage than atomic ratio, then simplest atomic ratio I and lashed all numbers. So 11 days you can say carbon. So percentages 45 58 Atomic ratio can be gullibility by dividing percentage competition Develop atomic mass. So 40 point p eight a month. 12 Nothing but 3.38. Okay, the next seventies intrusion that is two point, not four. So two point not for divided by one will get two point not four. Then my approach and 9.46. You had a by 14 will get 140.67 then chlorine. Yeah, 47 point 92. You are directed to free point For you you get 1.30 for you smallest atomic ratio 0.67. And that's why 3.38 upon 0.67. He lives in place to atomic ratio by my nod for and two point not for upon point. 67 will get three point 044 then 0.67 upon 0.67 11.30 for you upon 0.67. 2.1 for you. So you know point not for this correctly rounded as they for you, then erosion as a three. Then my approaching has one on glory. Nous duke No. Since stings the simplest atomic ratio of simple Eshed atomic that a shelf carbon is too heterogeneous. Took my erogenous to chlorine IANs We can say file is to three is toe one is toe to and therefore the formula of the components the law off the components See for you H green young theory in Seattle from the spectroscopic data 7.66 trip plated Jason 26 holes indicate that the CH, which is coupled toe to ch, actually signal coupling on board the chemical sector at 7.31 Delta 7.66 Bill That shows that you play daisy called to 7.68 cents. Okay. And some 0.31 basic all toe. 7.68 said this indicates the structure as a to six dyke Laura. Very lean. Sure. 26 night. Laurel. Be reading number six. Died Chlor off building on this Fred Ocean. It shows it replayed at 7.66 This is some 0.30 on this. Also, some 0.31 then next Chinese compound. Oh, be, uh, you know, 8.64. That late 8.64. Double edged. A complain constantly is 2.1, I'd said. And eight points. 25 replayed The coupling constant off 2.18 shade indicates that 8.64 It's, uh, contribution towards the nitrogen. Yeah, okay. On. And there is to erosion actors in nitrogen that shows at 8.64 the middle hydrogen shows a 0.20 for you. And therefore, the structure of the compound is three for you Die, Clara. Period in three for you, three for you. Okay, Di chloral period in. Then see struck Cherries. Okay. You know, in a lot of data at 8.17, the build of late complete God Stunt three on 0.38 ST This indicate vision. Algae like coupling. Then a 0.13 again develop late. There is it called nine on day three. It said than some 0.68 doubled up. Played this he called tau 9.38 Said this immigrants to find out Laura building structure for you by chloral period in structure. God, take my night Global period in sculpture. So first of all, when brought the structure look mhm, Yes, Yes. Okay. Yeah. Okay. Right. Do for you. Yes. Um okay. Okay. This Sunday do then the seeds flying. You see? It's who for you Di Gloria building. So this illusion it will send a 0.70. This is the same 0.6 state. This is a 0.23. Thanks.

Okay. This problem is asking us to discuss the different properties of the products of the reaction between my sissy Nick Faldo hide and my l d. A. So here I have my systemic Alba hide right here and here I have my L d a l d a is essentially a very strong base, right. It is a very bulky base. It is non nuclear filic order. What it essentially does is a deep protein. It's the most aesthetic hydrogen on the molecule. Question here is the molecule question. The most acidic hydrogen is going to be the alfa hydrogen because I have to awful carbons. That means that I have multiple Alfa hundreds that to think about. But because this is a symmetrical molecule, it doesn't matter which one I d protein. So let's just go ahead and deep protein It, uh, this hydrogen, for example. So using my L. D. A. I'm gonna go ahead and take off that proton, moving the electrons up to this carbon, meaning that a Zafar as my product goes, I'm gonna form the deep protein, a diversion of my systemic Alba hide, which is going to look like this, in which I have a negative charge associated with this carbon. Okay, so the different properties we're talking about is 12 and three, right? Is this considered to be more nuclear Filic? Thea answer is yes. Right. Because nuclear Felicity is essentially the property of a molecule, meaning that it has available electrons to be able to donate to eventually form a bond between the thing at, um that those electrons are associated with. Right, So here we have a negative charge associate with this carbon. If this were to behave as a nuclear file, these electrons would be incorporated, and they would attack something else right out. Eventually moved these electrons to attack an electric file, for example. Right, So this makes it more nuclear, Philip. Because if this were not deep rotated, then this would not be considered nuclear, Philippa. Alright, because I won't have any available electrons to be able to behave as a nuclear filed. The only available electrons I would have would be these electrons on this auction. But that is not considered to be, um, nuclear. Philip nearly at all. Right. But we wanna have a negative churches. Is who were the carbon, for example? that is considered to be very nuclear filic. Okay, so the next one part two is asking us Is this less nuclear filled? The answer is absolutely not right, because nuclear Felicity again is dependent upon the ability of an atom toe. Have a set of available electrons that could be eventually donated or moved across bonds to eventually make a new bond. Um, we're not lacking electrons. In fact, we're gaining electrons because of a deep protein nation. So it is not less nuclear Filic. It is much more nuclear Filic. So one is true too is not true. And that number three is this considered to be a carbon ion? Absolutely. Yes, right, Because we have a negative charge associated with this carbon. That is essentially the definition of a carbon on. Right, Because carbon ion is a carbon containing an an ion, right? We have a negative charge on that carbon. It is a carbon ion. So yes, one and three are correct


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