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File:VI D {Fall96202018/Organic9820C8.59020(ake 20HonSKILLBUILDER: Practice the skill Give the products for the following reactions (assume monoalkylation).clAICUKl...

Question

File:VI D {Fall96202018/Organic9820C8.59020(ake 20HonSKILLBUILDER: Practice the skill Give the products for the following reactions (assume monoalkylation).clAICUKlein: Organie Chenistny

file:VI D {Fall96202018/Organic9820C 8.59020(ake 20Hon SKILLBUILDER: Practice the skill Give the products for the following reactions (assume monoalkylation). cl AICU Klein: Organie Chenistny



Answers

Give the products that would be obtained from the reaction of the following compounds with $\mathrm{Cl}_{2}$ :

Okay, So this question, ask us to predict the product off each reaction. So let's start with question, eh? Where is Magnus? Cover covered, made plus the hydro. I'll died as it. And usually this is a reaction off. Assault on the acid. Unusually. This kind of reaction Well formed another soul on DDE, another acid king. So here the mag unease has crossed to oxidation state, where the carbonate functional group has negative too extra vision state and I'll die here has selected one observations state, so it will form M and I to to balance out the oxidation states Plus the carbonate acid king on the 2nd 1 is cobalt oxide plus oxygen. So the oxygen Well, further oxidizer Kobold! Increasing the oxidation state off! Kobold here. So right here The cobalt has passed a law oxidation state seems all surgeon has negative toe oxidation state. However, upon first Iraq's invasion into all form c 004 on. By balancing out the number off Adams, we can put to most off protocol both natural oxide here with three most awful oxygen onto most off cobalt oxide in the precursor on before the reaction between lands on them on oxygen. It is very obvious that this is a scene with his reaction were less numb and oxygen well formed lesson, um, oxide and lesson. Um oxide usually exists in l. A 203 form. So to balance out the equation, we can put the two in front off Leslie um oxide with a three in front of the oxygen on four in front of less than them. Okay for D, which is a reaction between vanadium and vanadium. Tatchell chloride. Usually the glory has negative one oxidation state. Well, it's a hair. The vanadium well have class four oxidation state. However, the vanadium here, Izzy. It's elemental form, which is zero oxidation state, so as a result it will the result. Vanadium in the product will have oxidation state between zero and plus. For on it will be vanadium chloride with plus two oxidation state. And to balance out the equation, we can put two in front off the vanadium trike bike. All right, on DDE, one more often medium on bun. One more vanadium, casual, cool, right for the reaction off cobalt with access flooring. The cobalt well combined with us, many flooring Adams as possible which is kobo Tatchell fluoride. Until balance all the inclusion we have to kobold three Most are flooring to form to most off kobo. Tasha, try oxide. Sorry. Kobold, try fluoride and with chromium oxide plant cesium hydroxide. This is actually indirect acid based reaction because chromium oxide Ah, problem dissolving in water. Well, former acid. So when there's a acid based reaction, we know that what her is definitely ah product off reaction. And it will also form assault which well, be cesium too Chromium oxygen for on again. We need to balance out the equation where the cesium hydroxide we'll be two molars for the reaction.

So we have the following organic compound here. We have our to Bromell octane, and we would like to know what product we're gonna get if we react this organic compound with different nuclear files. So first step here is to draw what that is gonna look like our our to broom octane. So inclined drawing a eight carbon chain. I would like that. And we can draw a promo group in the two position. With the are configuration. This is gonna be denoted by a wedge so we can quickly assigned priorities to make sure that we are in the right configuration. Here s O Brahma Group is a prior to number one. Carbon connected to the long chain is gonna be number two Death. A group is number three in the hydrogen that is facing away from us. It is not shown here. Is gonna be in group priority number four. So we do see that we are in the are figuration here now, what would happen if we reacted this with the nuclear file cyanide? So go ahead and draw. The are to bring walk 10 in the are configuration here. All right, so we do know that cyanide is very good nuclear final very strongly the while, and we have our alcohol allied in the secondary position. So it looks like we're going to proceed. This reaction will proceed via S and two and so are resulting product is gonna look like this. And now this is gonna proceed with inversion of configuration. And so are Sinai Group that comes in is not gonna be coming. Ah, coming, going away from us So it's gonna be known and denoted by dash dash line Yeah, and we see that our Sinai group remains the same priority as are leaving outgoing daylight which ah, in this case is going to be bro mean So we will have ah inversion of absolute configuration as well. And so whereas we had in our figuration here, we will have an s configuration as well. Well, I know we will have an s configuration on our ah, new product. So for being we have an acetate I on. So we go ahead and Joe are are to broom octane and we're gonna go ahead and react it with our asked eight on Since acetate is a very good nuclear file, very strong Akuffo. And again we have our secondary. Ah, after a lot, this will proceed via s and two and our products is gonna look like the following. Looks like we're going to have inversion of configuration. So now we're gonna have a dashed line here and we're gonna go and draw the estate. There we go. And we see then. So this is our on the left side are starting. And then for our product, we are going to have inversion of absolute configuration as well, because our acetate ah has the same priority group as are leaving calcula Hey, light. And so now we're going to be in the S configuration here. So now we have our methane highlight methane highlight. And so we're gonna go ahead and draw. Are are to bring methane. Alright, I'm sorry are to bring walked in. It's gonna be reacting with their methane highlight. You know, that methane highlight is a very strong nickel, fellas. Well and again, what's again? We have our secondary Alcoa. Hey, line. So this is also gonna proceed the, uh s and two reaction and we'll get the following product and we're gonna have a dashed line here with our methane violate, it's gonna look like that. And once again, Ah, Since this group now shares the same priority as are leaving alcohol Allied, which was roaming, it is gonna be we're gonna have an inversion of absolute configuration as well. So on the left side, we're gonna have our configuration. But now we're gonna have inversion of absolute configuration and so on the for our product, we're gonna have s

Let's take a look at the stereo chemistry of this problem. Now, on the first reaction. Well, we know this produces a dial that is sin addition. So well, it will be Ohh and O. H. And that would be Chrissy Mick on the next one. Same thing. Sin addition. So we have h ohh! And that is also receiving. Adding a bro mean is anti addition. So it will be PR br and same thing with their last product. Anti addition. Whoops. In addition, BR and B r, and that will be our product.


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