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The compound shown below used as disinfectant: Propose synthesis of this compound starting {rom benzene: For full credit you need to write out allthe steps showing ...

Question

The compound shown below used as disinfectant: Propose synthesis of this compound starting {rom benzene: For full credit you need to write out allthe steps showing the reagents used for each reactionas well as the product ofeach step: For reactions that produce both ortho and para isomers_ assume that the para isomer is the major product: This is not mechanism problem please don't show electron arrowsSO,H

The compound shown below used as disinfectant: Propose synthesis of this compound starting {rom benzene: For full credit you need to write out allthe steps showing the reagents used for each reactionas well as the product ofeach step: For reactions that produce both ortho and para isomers_ assume that the para isomer is the major product: This is not mechanism problem please don't show electron arrows SO,H



Answers

Write the structure of the appropriate alkene and specify the reagents needed to synthesize each of the following alcohols by oxymercuration-demercuration: (EQUATION CAN'T COPY)

That said this question were given owes analysis products and has to determine what is the likely reactant. So the first thing we have is this guy right here, Um, like that. And we're gonna draw retro synthetic arrows. Kind of the double ended arrow to show that we're working backwards. So obviously we've got to carbon eels. Meaning there was probably to kind of available sites for cleavage. But we know we only have one product, So this probably was some sort of a ring structure. Um, not since the carbon eels air more than likely the site of cleavage. We can say this is 12345 six. Right. So that obviously kind of shows that we have some sort of six member drink like this where we just heard our key right here. There is no carbon one. We have a metals obstetrician. Meaning we probably have a method kind of just off the edge like that. All right, Bees just a little more complicated. Where we've got several products. The first being a 12345 member thing. So we have something that looks like this. Um, no. We also have two other products, the first just being something that looks like this. And the third being something that looks like this. Okay, so we can probably expect that this is going to be, um, a very, very long Harbin chain with multiple double bonds. Eso One way to do this is first just count of all the carbons and label of the chains. Obviously, we've got 12345 I'm gonna call this six and then 78 nine. Okay, so when I draw my retro synthetic arrows, I can draw this a nine member carbon chain. Right, So 23 four, 56 78 nine. Okay, so now the biggest problem is figuring out where to put the substitue INTs. Um, but we can tell based on this middle structure right here, that obviously one of the double bonds and this thing has to be terminal. And the reason for that is we have a single carbon that on Lee has hydrogen attached to it. So weaken weaken Reason that ah, one of our double bonds should be here. Right? Eso we can kind of label this carbon is going to see a little strange, but you can label it a six right now. The only other way that this makes sense is since we have this big first product right here with two cleavages, that this is in the middle. So obviously this would be uncovering 123 four, and five. Um, So with that being said, we know there's another cleavage of carbon five so we can imagine drawing a double another double bond right here. You can tell that that works because then I can also label this as seven, eight and nine. So that's a very weird way to label these carbons. But as you can tell, we can kind of pieces together like a puzzle piece and give us a structure which is going to be, um I'm going to erase these numbers because they're getting a little confusing. But, ah, we're still going to produce this, um, dying as our final product

Let's take a look at this molecule and try to determine what Al keen we can use and what re agent we can use to synthesize this molecule. So one key way we can do this is let's look at what substitute Wint's we have on our main chain, which is our cyclo hexane. We have a chlorine and an alcohol, which leads us to believe that well, we started with a Al cane and we added chlorine and used water as a solvent to produce this molecule. Now what is this Al King? Then we can remove that plus because I already have the chlorine on the arrow. If we try to backtrack our way here, we know that the chlorine is on this carbon and the alcohol's on this carbon. Which leads us to believe that the double bond is in between those carbons. So, in fact, our re agent will be just cyclo Hegg scene and that reacted with chlorine underwater as they're solvent would give us this product. Let's take a look at this example Now we have in our keen and we add something to make this molecule. Now it is extremely difficult to well add a alcohol or a more carbons two. A molecule from an Al Keen is extremely difficult. Thio undergo this procedure. So that leads us to believe that our Al Cain had the methyl group already there and we're just adding the alcohol, which means that we started with this Al Keen Whoops didn't mean to redraw that we started with this how keen and added a free agent to produce this alcohol. But what re agent would we use? Well, there are two different methods we can go about with making this alcohol. We can use, uh, Mercure ation and Dimmer curation. Or we can use our boron re agent boron hydride re agent. Now the question is, where do we want the alcohol? Well, if we used Mercury, we would end up with an alcohol in the Markov nick aww position, which is a tertiary alcohol, because that's the most stable carbon for it. But if we used Boron, we would get the anti mark column recovery agent. And if you look at the product, it's on the anti Markov nick off re agent or the anti Marconnet called Product is what we're creating. Therefore, we need to use our boron complex whoops and that will produce our product

Hey, guys. So in this question were given to reactions were in part they were given the reaction between benzene and Turk. Beautiful. Ah, tribunal cat eye on And it's a two step electro filic reaction. You ting a substitution mechanism and in part B were given the electro for the condition of hydrochloric acid and Styer ing, which is shown. So I've written out the basic, um, reactions for both of them. And I'll go through the mechanisms and draw in curved arrows where appropriate, to show the movement of electrons to how we're getting each of these products. So in part A, we have our benzene molecule and our Turk beautiful. Ah, cat ion. So the first thing I'm going to do is I like to identify me nuclear files and my electro files. So starting off with our electrify, we know that the Turk beautiful cat ion is an electro vile since it has a positive charge on this carbon right here. And this benzene is our nuclear file since it is rich in electrons because of our double bonds. So now that I have that, I can go ahead and add in my curved arrows to denote the movement of electrons. So whenever we have these types of reactions, we know that the, um, nuclear file is going to be attacking the electric file. So to do that, I'm gonna take one of my bonds, my double bonds, and I'm going to do just that. I'm going to attack the electric file so the double bond is going to be breaking apart, and its electrons are going to be forming a bond with this Turk. Beautiful. So in our next step, we have that here. So we have the formation of a bond between our benzene ring and the Turk Beetle Cat Island. And now that I have this, it forms another car book. Had I on, um, Intermediate because of the breaking of our double bond And just to, um, the ah replaced this double bond and fill in the ah octet of this carbon, I'm going to do a, um, breaking of another bond. So I'm going to take this hydrogen and use its electrons to form another bond. So when I do that, I form my benzene ring again and that we have a Turk Beautiful cat island substitution. So for a next part. We have this reaction again. We have Styer ing and it's forming products from the reaction with hydrogen chloride. So hydrogen in this case is going to be our Electra file. And our nuclear file is this Styer e And I went ahead and broke apart of the hydrogen chloride into the constituent ions that making up because that's how um, it would do it in the actual reaction. So the first thing I'm gonna do is I'm gonna take the electrons from our double bond and they're going to attack this hydrogen here. And according to this rule in organic chemistry called Khar Market Nichols rule, this hydrogen is going to attach to the carbon with the most amount of hydrants. So that's going to be this carbon right here. So that's why this carbon now has three hydrogen ins. And this, um, carbon right now has a positive charge because of the loss of electrons from that double bond. Now that we have that, I can go ahead and have my chlorine I on attach to this positive charge. Teoh, stabilize it. And that yields this product right here where this chlorine is now bonded to this carbon, which was arc horrible cat on before. And our, um ah, hydrogen is bonded to this carbon from the original re agent. So those are our two reactions for this?

Show the mechanism for calculation of benzene with an alkaline. This reaction needs a catalyst. The loose acid or just a recognition and the role of the catalyst is generation over car battalion, which acts as a electra file. Yeah, yeah, yeah. Then electric file. It takes brains. Um Yeah. Mhm. And forms uh sigma complex. Mhm. Yeah. Mhm. Which expels protein back. Remember it's a catalyst regains. Uh It's uh Automaticity. Mhm. Yeah. And produces the calculated product.


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