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Give necessary reagents to make the secondary amine belowNH...

Question

Give necessary reagents to make the secondary amine belowNH

Give necessary reagents to make the secondary amine below NH



Answers

Give the reagents that would be required to carry out the following syntheses:

Isn't the system math. Starting off with venting You are. You know the basic E. S reactions. Okay, so if we're going to prom in eight, you're going to use B. R. Two this iron trip burma, right? If you're going to, wow, it's going to get rid of this here, pushes air down. Okay, I'm just going to show the re agents you can see the the product. So we're going to coronate. Going to be a chloride, gas and aluminum truck, chloride. Okay. To nitrate will use some nitric acid to sulfa Nate. We will use sulfuric asset. Okay then tonight sure will also include some sulfuric acid as well. Just sure. Um since the acidity then if we want to um calculate we will use this Lewis acid plus um cl in an uncle. Hey light. Okay, so then this one will continue on and then if we want to Friedel crafts isolate, it will use the same aluminum chloride louis asset and then a cell group as well. Okay, so once we have our nitrobenzene we can reduce that with sink and acid. Okay. And we can turn that into the dye Azzoni um with sodium nitrate and also some some kind of a, you know counter ion. We'll make sure this is, you know, a proper all salt here. Hcl. Okay, so now with our highs only in salt we can do even more um substitution with that. Okay, so starting off with um flooring a floral bending, we can use some usually a kubrick salt. But here we will use H. B. F. Some borough fluoride. Okay with heat. And then if we want to chlorinate we will use the copper super chloride. Okay, if you want to prom in a tweet bromide version. Okay, if we're going to I. A. Date here, it's gonna be K. I. So there are some slight differences across the algae nation technique. then if you want a nitrile again, the same copper one will be useful as well. Okay and if you want the alcohol, just an acidic solution that's heated up nicely. And lastly if you want just a hydrogen to remove that nitrogen, you can use some hypo fast for forest acid. Okay, if you come back up again, you were able to get the calculation to make what the polyethylene or full Benzie. Not with that cough count. We can do some more reactivity as well. So if we Okay, okay, starting here with let's say we want to predominate. We can do that with NBS and peroxide. And we can also then take our that's just a race this here we can also oxidize this. Let's just keep it like that. We can oxidized the uncle group. Let's erase this one and put the error here. Okay, so he oxidizes it with some per magnate and then we can reduce our all are you know our carbon Neil. It's a similar thing is well with some missing something that's reducing metal. And then we can now take our collagen to a alcohol by using some hydroxide substitution and we can take both the alcohol and the alcohol. Light can eliminate with some TERT butte oxide. Okay. And then if you want to reduce we can also reduce the S. A. Chloride again with our reducing our favorite reducing combo.

Let's try to predict what re agents would re agents would carry out these sin theses on the first one here we want to add to bro means, and they're on the carbon that had the keen or the two carbons that had the king. So this will just be be are too for this one. We're just removing a double bond. So this would be hte to over palladium for this one. We're on Lee adding one bro ming. So we can say that this was HBR and yes, technically, there could be a carbo cat ion shift to this carbon. But both of those carbons are secondary carbon. So there is really no need or benefit in doing so for this one. We're changing the AL Keen into an a pox side. So this will be m c p B A or any other R c. Um Oh, h any peroxide e her her Roxy car bucks, Solar gas ID. Okay. Being used for this one. We're just cleaving. It looks like this bond right here and making an alga hide. So this will be owes analysis followed by C H 32 s. Well, this one we're adding a bro Ming Adam and an alcohol group. So this would be BR to in the presence of water. Here we are just adding a meth Oxy group or in either group. So this will be reacting methanol with any non nuclear filic acid in catalytic amounts. This one is essentially the same story as the previous one. Remember, there could be a carbo Catalan shift right here. However, because they're both secondary carbons, it won't really matter. So we can just say this would be water in h two s 04 and that would be perfectly acceptable. And finally, it looks like we're adding an alcohol to a terminal. Um carbon and the terminal carbon has absence to be the least substituted carbon here on the AL Keen. So we know that this is going to be an anti Markov Nick competition, which means hydro operation of the Keen. So it bbh three in th f and then it will be any base, any strong base. Specifically, you want this negative charge to be really negatives were looking at N a o h r k o h with h 20 and H 202

Who today we're doing calm nine point seventy for in this problem asks us to identify the region's needed to carry out the reactions. So they see here there's several regents that are not given, and we're all starting from this alcohol right here is Lester from the top and work our way down. So first we need to convert our alcohol into some sort of hey line so we know how to do that. We can either add and h x X being our daylight or HPR or can use PBR three. Both of these options work next from this Hey light. We need to go through some sort of elimination to generate our al cane, so we know how to do that as well. We know that in order to kick off this pro mean, we need to look beta to that carbon that's attached roaming. So betas those two adjacent carbons right there. And we know that those carbons need to be deep frozen ated, so that's Sigma Bond between the carbon on proton can be used to former Al Kane making new bond. When you make the bond, the bro Ming will fall off. So because we're starting with ah, roaming and not any alcohol. We know that it's going to be base catalyzed DEA elimination reaction so we can use sodium hydroxide or any other strong bass we would like next from this alcohol we're going toe Oh, tossed like so we know how to do that as well. Usually you add tosel chloride and purity stocks of chloride and appeared in. So now we made a very good leaving group that can be used for elimination as well because we to form on elimination product. We know that the beta protons are interests and how we're going to abstract those better protons. What we need to use a strong base such as in a way that can form water in this process, give and kick off are very strong leaving group. So once again, we need a very strong base here. So this reaction also produced water Now, from an alcohol to go down to elimination products were doing dehydration. So this other, unlike based, catalyzed dehydration or elimination, we're now doing acid catalyzed elimination. So we need is a strong acid like H two s o four, and that allows us to probe mate are alcohol into appropriate of water which can then fall off leaving a carb academy intermediate which can then the a minus of this. The conjugation of this can pick up one of those protons on beta carbons one of those beta protons and form our Al came. So now from this out came the question somewhere gave us nbs out of roaming beta To this I'll came so envious Falls of ads for mechanism eso Now we have this bro Ming and we want to form another dehydration elimination product. So once again, how do we do that from before we use a strong They fell through that again Next from this our king we added Huckle toe form some sort ofthe hallow hydrogen and we know that how the hydrants can form a pox eyes But we need to make this bad nuclear found something that's very strong. Nickel fell. So we need to de probably this oxygen and the way we can keep probate that is with sodium hydride. I drive making each minus which highly reactive and would like to abstract any protons to make hydrogen gas in the process of making all minus which acts as a very strong nuclear file. Next, we haven't Parkside, and we're going to an IP oxide ring opening. So obviously we're forming this structure here with the stairs stairs specific structure, but also weaken informants in an Timur, depending on where the Regent will attack. So all we need to do this is odd. Our new poll fowl, which is the group that were interested in this alcohol with water to make sure everything stays neutral. So when the epoxy ring opens up, the old minus can be appropriated to form a secondary alcohol.

So continuing on with our work with Aldo hides in key tones. So what we have in the common functional group is C o What changes is through our groups which can be protons, hydrogen or other carbons where we have to to all groups we have I liked your Philip Carbon. We also have our oxygen atom which has a partial negative charge associated with it. So jumping straight into this reaction we have PCC is are highly selective re agent on. We can use insolvent such a ch two c l two so we can oxidize the primary and secondary alcohols to generate carbon al compounds to for example, we have here Hey, Joe pcc c H two see how to we then generate the following. I'll do hide So the reaction of alcohol hides with lethal magnesium bromide gives on alcohol a swell. So in this reaction, we'll use the material that we had just before in the presence off ch three c h two MGB are e t 20 followed by NH four Seattle Andi water each tour. We don't generate the following So now we have an alcohol instead off and all the hide So then PCC can oxidize the primary and secondary alcohols to our Carbonell compounds. So again we take the above material PCC presence of ch two c l two on What we generate is the following final step. We have the key. Turner's reacted with a grin yard re agent which allows us to add on our hydrocarbon chain that is missing here on we can transform our ketone into our alcohol group in the final step using the following re agents MGB all that is our green Yard re agent in the e t 20 solvent, then followed by and h l C L on h 20 is our final step NH four c l and H 20 allows us to carry out that final chemical transformation. Nothing has changed. Our cyclo hexane or that we have altered is our substitue INTs. And now instead, off that Keith and we haven't o h group, followed by two hydrocarbon chains to generate our final product


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