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What is the expected product of the following reaction?CH3 1) SOClz Hyc OH 2) propanol pyridineSelect one: CH; OH HjcCH;CH3 OH 6OH HSCCH; HscOHCH3 cCHa...

Question

What is the expected product of the following reaction?CH3 1) SOClz Hyc OH 2) propanol pyridineSelect one: CH; OH HjcCH;CH3 OH 6OH HSCCH; HscOHCH3 cCHa

What is the expected product of the following reaction? CH3 1) SOClz Hyc OH 2) propanol pyridine Select one: CH; OH Hjc CH; CH3 OH 6OH HSC CH; Hsc OH CH3 c CHa



Answers

Which one/ones of the following reactions will yield 2 -propanol? (a) $\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{3}+\mathrm{H}_{2} \mathrm{O}$ (b) $\mathrm{CH}_{3} \mathrm{CHO}$ (c) $\mathrm{CH}_{2} \mathrm{O}$ (d) $\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{3}$

Okay. This problem is asking us which of these compounds on the right cannot be produced from one reaction with a car box. Look acid in the presence of acid. Okay, So, for example, can my car box look at acid? Undergo one reaction in order to form an Esther. Kate, let's go ahead and think about this. So I know that in order to form and Esther, that would look something like this in which I have the presence of instead of a hydrogen on that car box of oxygen. I have, for example, a method group where perhaps an ethyl group, Right. So cannot undergo one reaction in order to form that. Esther, the answer is yes. Right. All I would need is and alcohol in the presence of acid. Right? So exactly what the problem is saying that I should not have, at least for the answer. Okay, so that is not going to be the answer, because again, all we need is an alcohol and acid that is called a a stratification, in which we transform my car box like acid into a nester. Right? So not investor. That one is out. Okay. What about in a minute. So in a my all we need to do similarly to the Esther is reacted with, For example, ammonia, right? We could use ammonia. We could use any mean and that is going to again be in presence of acid and specifically with carb oxalic acid. It's gonna be present also with D C. C, which is a coupling agent. Okay, so that is not the case. What about an Al Keen? So, in all, keen is gonna be a little bit more tricky because, as you can see, we have an oxygen. We have an oxygen, right. In order to form an Al Keen. That is a molecule which is only composed of hydrogen and carbons. And we just need a double one there. Right? But as you can see, it will be very difficult to get rid of both of these Oxygen's without undergoing multiple steps. So the elkin is gonna look like the most probable solution. But what about the alcohol? Well, the alcohol can be produced from simply reduction, right? We can use lithium aluminum hydride. We could even perhaps use, um, sodium borough hydride. Right. We could just use a reducing agent to turn that car blocks like acid down into an alcohol. Right? So the answer to this is Alpine because again, that takes multiple steps, not just one.

Okay, let's try to predict the product of various reactions of our kings. Well, if we look at the first one, we're taking the same Al King and just running different reactions to it. And if we take the first one, we know that well, the hydrogen will go to this carbon. Let me redraw that arrow, this carbon and will give the electric to that roaming and the bro Ming will take them and move it to that carbo canton which conveniently would be stable. So we end up getting this product, let me re draw that looks cleaner would be this product the next one. Well, it says basically the same story. We have a acid involving a halogen, and it will follow the same mechanism just with iodine instead of roaming. And we get the same product, the next one CEO to. While we know, that's adding to uh, cl Adams, just an anti addition of chlorine. And you may be wondering, Well, what about the CH to seal too? Well, that's just a solvent that we use that honestly just does. Nothing other than just catalyze is the reaction makes it go a little bit faster requires a little bit less energy. It doesn't really do anything other than that if we use water, there's more complications in a different product, but we'll get that with this one. This is those analysis. So this is just going to split open our AL Keen cut it right down the middle. And on either side you get a carbon eel. We've got an acetone and a methanol for this one age to over palladium. Well, that's just hydrogenation, and we just get in. Al came a, um, a good way to think about hydrogenation in terms of like addition ing or adding additional. Adding hydrogen is if you think about it, this is going to be sin addition. We're adding those hydrogen on the same side, and one way to think of it is you have this palladium sheet and you've got a bunch of hydrogen on this palladium sheet like imagine you have this desk right. You're on a desk and you take a sheet of paper and the sheet of paper is your molecule, and you have the desk that is palladium and there's imaginary. Hydrogen is just sticking out of it. And what you do is You take that sheet of paper and kind of just like, press it onto the desk, right, And it picks up those hydrogen is when you put it there, but it picks up those hydrogen on the same side as each other. Those hydrants are going to be on the same side of each other because there really isn't a way to unless you fold the paper. But you're not gonna fold a molecule on an owl Keen. It will just go straight down and up. And it's a sin Addition of those hydrogen M c p B A is a proxy asset, so we know this will make and a pock side h 20 h two s 04 While this is going to add alcohol now, common the and it'll add it to the most substituted carbon. And commonly we use age to us before, but you can see it be each F or H three p 04 And the reason is this reaction occurs in a non nuclear filic acid, non new Cleo Filic acid and what I mean by this is you want to use an acid that won't interfere with the water you want an acid That's not nuclear, Felix, So that you don't get nasty side products. You just get an alcohol. You don't want to use HCL because you could get the C l somewhere if use h 20 n c l. It'll be this molecule, but where you don't want that you want something that will not interfere with your product. You want something that will do the job of an acid but not impose itself and insert itself into the molecule. So non nuclear Filic acids and these air the three most used to non nuclear filic acids B R. Two with ch two c l two. While we decided earlier that ch two c l to doesn't really do anything to the actual molecules, this is going to be an anti addition of roaming B R. Two with H 20 This kind of goes off to what I said earlier about using a non nuclear pilic acid. In this case, we're using a nuclear file as a solvent. Ch two c l two is not nuclear filic in any way, shape or form. H 20 is So what you end up getting is you start off with this little intermediate from the bro Mean? And what happens is instead of the another, bro Ming Adam, pushing and making anti edition. You get the water to do that, and then the last roaming takes up that hydrogen from the water and you end up getting this product. The alcohol will concert itself into that carbon because the alcohol will choose to be in the most substituted. Carbon alcohol is more nuclear filic than are rather oxygen is more nuclear Philip than roaming, and therefore that's what it will do the morning we feel like, the more likely it is going to go to the most substitute carbon B R two ch 30 h While that Tables tells the same story as the previous problem except this time maken either instead of an O. H, you get O C H d. Same story, though, and finally hide operation. Well, we know this makes the anti Markov nick off alcohol product. So between this carbon and this carbon people, this carbon is the less substituted and therefore the anti Markoff Nichol of carbon. And this will be the anti McCartney called alcohol product.

Question 70 is similar to Question 69 where it represents an addition, reaction with a halogen and an AL Keen. In addition reaction, we have a double bond from an AL Keen or a triple bond from an alkaline toe, which the halogen atoms attach. The electrons forming the double bond are used to form single bonds between the carbons and the halogen atoms, while the double bond is then converted into its own single bond between two carbons. So if this is our Al cane, then we have available attachment of a chlorine to this carbon and attachment of a chlorine to this carbon. Our product then would be this molecule shown here, where the double bond has now been removed.

In the given reaction. Roaming replaces the hydroxide and we form this major product. Mr. Reaction between our alcohol and potassium hydrogen is removed and potassium takes its place in this reaction between our alcohol and our reactant, that is our product on our last reaction between these two carbon molecules will not happen and we're left with no reaction.


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