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Draw the molecule (2R, 35)-2-bromo-3-cyclopropylbutane in the correct conformation that will allow for an E2 elimination (with ethoxide ion), leading to the Zaitsev...

Question

Draw the molecule (2R, 35)-2-bromo-3-cyclopropylbutane in the correct conformation that will allow for an E2 elimination (with ethoxide ion), leading to the Zaitsev product: Show the mechanism leading to the major alkene with correct stereochemistry. Is this an E or Z alkene? (6 marks)

Draw the molecule (2R, 35)-2-bromo-3-cyclopropylbutane in the correct conformation that will allow for an E2 elimination (with ethoxide ion), leading to the Zaitsev product: Show the mechanism leading to the major alkene with correct stereochemistry. Is this an E or Z alkene? (6 marks)



Answers

What stereochemistry do you expect for the alkene obtained by E2 elimination of $(1 R, 2 R)$ 1,2-dibromo-1,2 diphenylethane? Draw a Newman projection of the reacting conformation.

Door structure or the full in Kampuchea tiene identify it as a primary. A second to get your share and identify Hodgins, which are in the best information for high pick interrogation. First minute I didn't defy a free well in carbon, and this carbon will wear the positive charge. The positively charged carbon is connected to two carbons. So this car, because time is secondary, the empty P orbital is perpendicular to the plane and whatever born is aligned with this orbital, it's set for effective priapic conjugation. In this structure, this hydrogen is it ended very well and those to hide regions.

My guys have some primary one country six. You need to draw a structure off milking that gives on the accident when reading those analyzes off that elkin. So we are going to get only and sit down, which is having this structure, and we're going to get two molecules. So this, therefore 1 20 to do is we need to just take this to bumps, and we need to come by them, which will give us the structure of the infant. Let's do that. This carbon, who's like this way on Donald like these, and we need to have the one double bond. We just want to actually break when we do the ozone analysis. So let's I've done the reaction. I was on a license, followed by treatment with to sink in ascetic acid, and we're getting this. Do you want to do so? Yes, it don't. So the name off the half game he's 23 day any time to Eugene, and we need to fit any. Tend to beating what those in the licenses to get two months. Two molecules off S Adam

So the question here wants us to predict the major alkaline products. So we have an out keen, um, product here. So if we recall here, what is an alkaline? So we have an alkaline, which is essentially going to be something like, for example, uh, this where we have our hydrogen, hydrogen, hydrogen hydrogen here, and these are gonna be our carbons. And Al Keen is going to be where we essentially have a double bond in replacement of I'm these two hydrogen is here, for example, to create this double bond. So we're gonna have a pi bond in this particular case. So generally, in order to do this, what essentially is needed is going to be, um, what is something rather that is known as an e one reaction or e two. So everyone reaction is going to be characterized by a unique molecular elimination. So the rate here is going to be dependent on only one mechanism in this particular regard. So what is the particular, um, solvents required? We generally will need heat in order to essentially lead to what is known as you want reaction. So, generally speaking, if we have something like, uh, Let's say we have a benzene group and we have a b r with a particular side chain like that. If we add in, for example, H 20 and heat here. What we're going to get is that this be our here is going to essentially, um, get rid of it. And as a result, what is known as an anti Perry planer, this is going to come in and turn into a double bond like such. So what we're going to get is going to be something like this, and this is gonna be our products here, and that's the final answer for any particular outcome. Product. You essentially need to get rid of the leaving group and turn that into a double one, and that's it.

So we're giving the following reaction. We have an organic compound that is being reacted with acetic acid and heat were also given that this occurs with anyone Elimination reaction. So we want to go ahead and predict what products we're going to get from this reaction. And of course, the first step we know for anyone elimination reaction is that where are leaving group is first gonna leave, So that would be our bromide. Okay, I'll highlight. So that will leave. And we're gonna get the formation of a carbo Kati on here. In our case, it's going to be a tertiary carbo cat down. And now we can go ahead and do our deep throat nation with our acetic acid. See the gas. It is a pretty weak base, but once we put a lot of heat into it, it's capable of deep resonating. So let's say we're going to d a pro. Nate, this hydrogen here. And so we have our acetic acid right, which is going to come in now a pro. Nate, that and the electrons of this hydrogen are going to get pushed down here, so that is going to give us the following product where we get this formation of this south keen now we can also de protein ate at a different hydrogen as well. So let's say since we have our car broke a tie on intermediate here would say we Oops, make that read here the appropriate at this beta hydrogen. So once again, our acetic acid will come in here and deeper. Nate, this hydrogen, the electrons are going to get push down two to form this new pi bon. And now we get the following Ah all keen product. Well, we also get one more product as well, because we have to think about the hydrogen is on the method group. Right? So let's say you know, make that red. Here there's three hydrogen zahn this method group, but I'm just gonna draw one of them. So what about that hydrogen there? And once again, this is drawn from our tertiary carbo cattle on. So now we can go ahead and perform are deprived nation of that, using our acetic acid again. That's gonna come in Andy Pro Nate, that and ah, we're going to get the electrons from the hydrogen coming down here informing this by bond and now we're going to get the following product are all keen product. And now we want to go ahead and predict which one is going to be the major product. Well, we know that the, um, sidesteps rule the more substance waited, um, or substituted. Sorry, Al Kane is going to be the more, ah, major product. So let's go ahead and count our substitutes for you talking for the 1st 1 we have for constituents. And for the 2nd 1 here looks like we only have three cest issuance. And for the last one here, we only have to serve situates. So since our 1st 1 has forces issuance it, there's going to say Viet sites that's rule, that this is going to be the major product.


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