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42) Propose a synthesis of the following compound from benzeneHO_Br...

Question

42) Propose a synthesis of the following compound from benzeneHO_Br

42) Propose a synthesis of the following compound from benzene HO_ Br



Answers

Devise a synthesis of each compound from benzene.

I guess the rest to create the following compounds. And we're starting with cyclo hexane noon, and we want to create this so we can get alcohol from alcoholic and we can get an alcoholic. Using is your action you are, too, or cl two with either an acid or a base and converting the booming into an alcohol by reacting with sodium hydroxide. It's it would be so. We're not going to trade cycle accident with a strong base because it would department the alpha hydrogen and the three carbon chain is on the beta carbon. So we actually have a 15 dickie to an arrangement. So this is characteristic of the Michael reaction. So we need to turn psycho accident into an Alpha beta saturate cartoon. We can do that by repeating Step One in A. You are to either Ambassador Bass and then treating the alcohol allied with pure dean, your heat. So this will give us an Alpha beta unsaturated ketone and then reacting this with a Michael Dooner. It's only three carbons, so it's super open in, and this will be with with base to departing at the alpha hydrogen. This is going to attack the beta carbon. We get products. This is with water to so for C. We want to create this. So we have a We have a three carbon jean area to carbon chain at the beta carbon again, or a two carbon car box of acid. And it's a carbon car box, like acid is characteristic of the CEO, said Esther. I mean the melodic Esther. But we need an alcohol I to react with the monarch, Esther. So we're gonna turn psycho. Excellent into we're going to add an actual highlight to the beta carbon for the monarch, Esther to attack it. So creating the monarch, Esther, it's going to be, um, actually, let's turn psycho ex saloon. What's adding alcohol? I to the beta carbon. So we're gonna repeat steps one through two N d. Let's get the alphabet and saturate cartoon and they're reacting. This with HBR will give us and alcohol it on the beta carbon and then creating the monarch Esther. So treating this with a strong base, it's gonna pertinent the alpha hydrogen and on psycho accidentally at this. So this is going to attack the alcohol. I'd expelled Alien group. And if we treat this with HCL water and he is going to turn the one Esther into a carb oxalic acid and get rid of the other s during the cartoon. So we'll be left with a two carbon car box like acid There. It's for D. You want to, um, create this compound? So we have a alphabet and saturate cotton an athlete here at Bethel. So if we draw a line between the alpha and beta carbon of the A, keen and the beta and gamma carbon, you can divide the structure in a two. So the only problem this is that we're starting with cyclo hexane in as opposed to these two structures. So you can't really do that. We need to. We basically need to add a a key tuned to the beta carbon, too. Add the method right here. So, for do we want to repeat steps one through two David alpha beta unsaturated ketone. And then we want to turn the apple into a, uh, we want to put a key center in here, so we're gonna use the Michael reaction again to step through is reacting the, um, the alphabet and saturate kitten with a two carbon to carbon key to which is not a hood to the micro action. So far, we have this. So now we want to reduce the kitchen is an alcohol and dehydrate the alcohol so that we can add a key tune right here, as opposed to At the end, is it reducing the key tune with sodium more hydrated and then dehydrate the alcohol with, um, h two as it forever heat to step six, it's gonna get the alcohol back using oxi mercury ation and then turn the alcohol into a key tune using an oxidizing agent like PCC. So now we want to get the arcane back to. So far, we have the structure. So we want to get now keen right here to add to the beta carbon we're gonna use Gilman Regent. So getting the arc in it just steps one through two and B. So now we have the structure and the Gilman region can attack the beta carbon. So it seems that we're gonna use, um, two equivalents of Bethel with copper. With you, we get our products so that we need to get the fo back because we still have a kitchen on this carbon. So far, we have this now. So you got reducing the key tune to an arcane we can actually use, Um, this reaction over ethylene glycol. So that gives us an arcane and then to get rid of the the Yeah, Keane, we're going to react with hydrogen guests with a metal catalyst we get. Our answer is there for E. You want to get this? So because this group is on the alpha carbon, we can actually dip originate the cycle accident. So we're first going to getting a call. He lied. It's gonna be our two with either an acid or heat. And then this is going to, um so in step two, we're actually gonna use the melodic Esther, too. Get the car back silk acid. And this is going to attack the the, um, the carbon right there. The alcohol again. So now department of this with starting with oxide, get the structure, and this is going to attack the alcohol I, the the alpha carbon of cycle accident. And that leaves okay, so, for F, we want to create this and okay, so we can actually deep her near the alcohol region on psycho accident. So we got a carbon out on the alpha carbon, and then this can attack the alcohol. Lied on methyl Berna. Benzene. So the car benign is going to attack this carbon and joined the two structures together. Okay, so for G, this is actually really easy. It's pretty straightforward. Mhm. We're going to urinate the Alpha hydrogen stadium with oxide and then reacting the carbon I with alcohol. I'd soon be a three carbon chain. So it was a three carbon alcohol lied ransacking right there exploded leaving group. And we get our products. So if the last one great this so we can first part near the alpha hydrogen on cyclo. Excellent. So we get a car ban on and then reacting this with I am and asked her. So you need a four carbon chain attached to this carbon 1234 So the purpose of the Ester is that once the carbon carbon is attacked, we'll get not cox, that ion. And once the kids into reforms, it's going to expel the Esther. That's the purpose of having the esters so that the kitchen reforms and it's still balance the four carbon chain. So we have this one three arrangement of the ketones

Okay, so we want to create the following compounds in the given star material. And in the first one we started with a seed afternoon and we want to create the structure. So we're going to add two more carbs. The chain and reacting with a strong base is going to depart at the alpha version. This is going to attack an alcoholic. So I need you to carbon alcohol smuggling group and we get our products and sure be We're starting with a four carbon die Keto ester. I regret this. So we can get a six carbon chain from a 15 tickets and arrangement. So we're gonna modify the structure to get a 15 Dickinson arrangement using the micro reaction. So we're first going to depart the infrastructure with sodium athoc side. This would be the michael dinner and reacting with the michael except er an alfa beta on saturate cotton. This one too 3, 4, 5 and six. So right now we have the structure carbon to is bound to this is for carbon chain. And we're gonna we're going to department this again with uh sodium oxide. So it's gonna grab this hydrogen to carbon out here and this will attack the carbon carbon Check out. This is 1, 2, 3, 4 five and six. Kiss. Carbon five is a key tune. And same with carbon one carbon to is This is 561 carbon too is bound to this group right here. And so if we were if we read your all this, we actually have we won would see to reduce some of the groups. So in the year of the cartoon and turned the keto ester into a two carbon al keen and we can use Wolf Kissner reduction to reduce the cartoon. And it'll turn the key to Esther into a car park stuff acid. So this is going to be um at age two with potassium hydroxide and heat. I'm sorry, hold on, we first want to protect the one key tune. So we're gonna use ethylene glycol, This is three cuz ethylene glycol and then five is going to be wolf Cashner reduction. And this is done with potassium hydroxide and heat. So we're going to get the structure as we draw down here, the keto ester is now a car box like acid. And the one kid that has gone into hydrogen, sir. And here is a protected group. So using um lithium aluminum hydride because we still want protect the cartoon but we want to reduce the carbolic acid into and alcohol and then using a the dehydration reaction H two SF 4 or Heat. So this is going to be 5, 6, seven and then turn the arcane into novocaine with hydrogen gas and a palladium catalyst. So now just removing the protecting group with H syria plus, Which could be H two s at four, just an acid. And we get our products case ever see we want to create a structure. So we're starting with Ben's galahad and why create this? So we have a three Carbon car box of acid. Okay, so this to carbon, carbolic acid is characteristic of the melodic Esther. But we need to tackle Hello to react with Monica faster. So we're gonna turn Gonzaga hot into. We're gonna add a broom in this carbon korean. So first gonna reduce the key soon with the idea of Syrian Border hydride and this is not as strong as lithium aluminum hydride, but you could use that so, and then turning the alcohol into either burning or chlorine bromine. So PBR three, is that reacting with monty Esther? It's your first Indy partner at this. We're gonna carbonara here and then this will attack the alcohol, lad. And we want to add there should be an al keen alphabet to a key in here. So we're first going to treat this with hcl, water and heat. So this is going to turn both esters into car box of acids and heat will get rid of the one car box of acid to have a D. Carb oxidation reaction. And Now we want to get the aachen tyrannies, br two over either acid or base means acetic acid and then reacting this with pure Dean. Ever Heat. Well give us the arcane. Okay, so for D. We have the Matlock Esther and We want to create this five carbon ring, a one carbon carbolic acid. So we're first in a deep coordinate the lock Esther. And if we react this with a 15 Dickey won five Dioko Hillard, we're gonna enter molecular reaction. So reacting this with 15 die chlor oh pence seen It's going to attack the one alcoholic exploration group. So right now we have this, it's pretty carbons. So want to so if we departed at this again with sodium with oxide, we got a carbon out right here and this is going to attack the other actually a lot that's gonna close the ring and then treating this with. That's right now with the structure five carbon ring, treating this with hcl water and heat gives the structure. So this is a good way to get one carbon carbon stock assets as opposed to two. It's actually pretty useful. And I think it's a so four for B. Um Just trying to think here. So you want to make sure you don't have to alcohols in the same structure, because if you use a dehydration reaction, you get a carbon cast iron. The the other alcohol could attack it and you can get an intra molecular reaction to this is why we did it separately.

Okay. So we're we want to create the falling compounds using an intramuscular reaction. And the first day of the structure. So we can get this by reacting in alcohol with a carbon cast iron because the oxygen the alcohol is going to the south car broke down and we can get a carbon Callahan from in our scheme grafting with other HPR Hcl. So we have 1234 56 carbons And carbon six within a primary alcohol. Carbon three would have been not keen stretched to the ethel. So you're reacting with, are there Hcl HBr? We got a card account on and the auction is going to attack it. So this is carbon six and this is through You're separated by four carbons. You're still hopping around here. Urban is gonna be pertinent it their products and H. P. R. That's it for B. We have the structure so we can only create one ring through these reactions. So it must have started from Benzene And we have a five carbon chain attached to one of these carbons 1, 2, 3, 4, 5. So it's going to be carbon four has and that's what our shirt and this is where the carbon capture is going to be. It's a double bond is going to attack it. And we got our products. Okay, So we were keen and if we react this with and alcohol, it just started from Benson again. Then if we have five carbon chain with an uncle hale out of here, it's going to house actually edged the foreground machine. So it is if we attack the acapella, we'll get cycle ac scene. But we can also treat this with NBS and peroxide overheat because we have in our little carbon cat on So with peroxide, we'll get to meet on the little carbon, which could be either here or here and then treating this with a strong base like sodium hydroxide. We're gonna replace, bring me with ohh And then while the dehydration reaction, so rafting sulfuric acid overheat. We'll get our products. So the loss of water, It's A three D. Riding a car bustling acid. So this is similar to um this is similar to be okay. So we can also um react cartoons with benzene to get cox that I on their treating that with alcohol. And then we can turn the alcohol into carbon stock acid by reacting with a strong oxidizing agent. So first getting the five carbon chain, I mean the four carbon chain and freedom Allah harder. Actually, I'm sorry. We can just react this with a kitten or nasty chloride. Its first going to give us hell cox that i on. And then this is going to reform to expel chlorine. So once this tax the carbon carbon we'll get our products give e. We have structure. This is balanced to a three Carbon chain with primary Elkin. So this is similar to a were acting alcohol with a car broke down. So it's gonna be 1, 2, 3, 4, 5, 67 And we have alcohol and carbon seven, Carbon four is attached to. If three carbon Jan, it's carbon four. Did you get that? 123? And we would have had a carbon cast iron here. Or we actually would have had a. Now keene. I reacted with HBR gives carbon cast iron right here. The auction is going to attack it. Does he react with HBR hcl, get this, it's gonna attack it and we'll get our products f f. This three carbon alcohol, So 1, 2, 3, 4, 5, 6, 7. And then carbon one has the alcohol as well. Carbon four would have been a carpet pattern from anarchy in So we actually, we can get to reactions here because we have the two alcohols. So this oxygen could attack the carbon Catalan so we could protect the one so that it doesn't attack the carbon Catalan. If we use TMS, catch your metal cyclone, so get the structure, we'll get our products, they're treating this with an acid. Give us the original structure. It will give us the products.

Okay so as to create the following compounds using Robinson and relation and in the first week of the structure. So if we draw a line between the alphabet a carbon of the A keen and the being a carbon the beta and gamma carbon, we can divide the structure into two. So what's wrong? We have above the line and boy line to the first part of the Robin Simulation is actually a micro reaction. So we need to turn the structure into an alpha beta unsaturated you to. So we're gonna add a double bond right there and she's going to interact with Michael dinner. So with the beta carbon, we're going to add a a, um, and Allah Hood. So this is the gamma carbon and listens beta. So if we re read your all these, we have a for carbon Q tune and a four carbon Galahad. You're reacting with sodium hydroxide. Read all this. It's gonna deep coordinate the alpha Henderson and this is going to attack the beta carbon micro reaction and counting from the alcohol. We have 12 3456 So carbon too, is attached to an ethyl which are the outer hut. First it's carbon to is the third year. 123456 And so 123456 Carbon five is the key tune. And then this part of the reactions and intra molecular Aldo reaction, we're gonna use sodium fox. Odd. Okay, so we're going to assume with Oxide and we'll get an intra molecular all dollar action. You got a carbon iron here. This is going to attack the carbon carbon. And what county From this we have 123456 So this is gonna be carbon to, and carbon one will be reduced to an Arquin once traded with H three A plus and heat, this is step one. H two will give us the alcohol. And this gives us the AL Keen and on carbon five Just gonna be right here. We have the apple, so I get that This is one 654 through. Okay, so for the next one, we're starting with this. So we get drawing a line between the alpha and beta carbon of Yeah, Keane and the betting game Carbon. It's wrong. We have bubble on, see below the line we have to carbon chain and at the beta carbon gonna draw and out ahead. This will be our Michael dinner. And this will be the Michael, except er So we get a carbonara here once reacting with state of dioxide or strong base. So we 1234567 to draw in the Ottawa at first. 1234567 And uh huh. Or fives the you tune. See, this, like a deeper to native, is to attack the carbon carbon. But it's just carbon ring. So counting from the carbon iron 123456 This is carbon, too, and it's gonna be one. Carbon six is going to be and are keen. So it was carbon one six and Carbon wanted to attach this method actor. So with the structure, where's the products? And four c? We want to create this. Mm hmm. Yeah. So began drawing a line between the alphabet carbon and the beta and gamma carbon. It's above the line this and below the line. So this will be a key tuned seven alcohol because we have the C six h five group benzene. I'm pretty sure. And turning the original key tune, which is this into an alpha beta unsaturated tune. So if you read your all C six h five 1234 it's gonna department this carbon. This is going to attack beta carbon and 12 three, 4567 So drawing the C six h five first 234567 Carbon five is the key tune and on carbon to even metal carbon. Okay, I think we're good. Okay, two department of this attack in the carbon carbon getting six carbon ring. It's gonna be 123456 So carbon to is right here. Carbon one is attached to this metal right here, and carbon six will be an AL Keen. So here's the arcane. It's carved one six. Carbon five has the metal. Carbon six is also attached to do you see six h five right here. And I think it's a so we get our products. She got us is four and three. Casey for D. You want to create the structure? We have two rings instead of one. Okay, so whatever you have to rings for the Robinson and relation We probably started with the one ring and reacted with another with another six carbon chain to get a second six carbon ring and strong the rest of it. Okay, so we're going to start with. So we need a six carbon ring to interact to get that structure of the product, and we're gonna start with a were first to get the ring, actually, you know, reversing Start with us. Okay, start with the structure you're going to. So if you react this with starting with oxide, we got a car ban on right there, and then we need to add We need to add one chain first So that the chain we need to have a chain that has obviously a key tune. And then we'll get an interim like your although reaction that's going to attack this carbon to get our products. So we need to add a, um, a four carbon chain. This is going to be a micro reaction. We have 12 alphabet and statuary. Cute. Soon, 345 and six. And carbon five. Right there. 12345 So treating this with So you're gonna see the Michael Reaction and treating this structure with a strong base again, we'll get an intravascular aldar reaction deep pretty in this carbon, and then this is going to attack this carbon carbon as opposed to this one. It's attacking right there, and this carbon has already bounced the chain. So it's just gonna kind of loop around and attack at this carbon. So adding a six carbon chain. Susan, um, we have got cox that I on which when treated water Gibson alcohol. And we have a key tune. It's going to be, um, right here. This is one it's gonna be. It should be. Six, 5432 So carbon one is right here. It's 234 and five. So we need, um, Ethel, too. Actually, let's first treat this with acid and he get an Alfa Beta. It's actually cute turn. So we need to add, um, Ethel, too. This carbon and this one, we can use L. D. A. Or we can just modify the original structure. So carbon one had a metal. So we're gonna react it with, um, this Michael this Michael, except er, as opposed to a four Carmichael except er to be carbon seven a lot of method right there and a method right there. So it's going to add attached to carbon one. Is this metal? In the beginning, we're gonna treat before react. The structure was sitting with oxide. We're gonna modify it. So carbon to ASM Ethel, like in the product. So, basically before before doing this, this is Step two and step one. We're going to treat structure with sodium with oxide. Actually, no, it's just his l d a. To L. D. A. With methyl bromide, and it will add the metal to this carbon. And now we're gonna treat this structure this carbon iron, which has a method here. We're gonna treat it with study, um, Hyderabad, which is able to grab a hydrogen from a more bulky place and gives the carbon on. We get our products. So adding the muscle right here, All right, here, then just turn it around as the products


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