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Treated with _ aqueous acid, Product _ is observed but When the compound below Product is not Use appropriate structures to explain this result. (As an unrelated re...

Question

Treated with _ aqueous acid, Product _ is observed but When the compound below Product is not Use appropriate structures to explain this result. (As an unrelated reminder; notice that the benzene ring does not react under these conditions_OHH;otProduct AProduct When the alkene show treated with HBr; two stereoisomeric products are fomed:HBrTwo stereoisomeric productsDraw mechanism t0 show the transformation Draw and name the two products that form: What is the stereochemical relationship between

treated with _ aqueous acid, Product _ is observed but When the compound below Product is not Use appropriate structures to explain this result. (As an unrelated reminder; notice that the benzene ring does not react under these conditions_ OH H;ot Product A Product When the alkene show treated with HBr; two stereoisomeric products are fomed: HBr Two stereoisomeric products Draw mechanism t0 show the transformation Draw and name the two products that form: What is the stereochemical relationship between the two products? (Enantiomers diastereomers?) Explain why two products fon Are the two products formed equal amounts or unequal amounts? Explain:



Answers

When bromobenzene reacts with propene in a Heck reaction, two constitutional isomers are obtained as products. Give the structures of the products and explain why two products are obtained.

Here in question Number 58. Reaction of HBR with three metal cyclo magazine. It's a mixture off four products mixture of food products, these air to products of food products air here season Trance one broom Oh three Mittal Cyclo magazine and Cease and chance one promo to Mittal Cyclo magazine. The analog ALS reaction off HPR with three promo cyclo magazine is trance want toe dive promo cyclo had seen as the sole product brought the structures of the possible intermediate years and then explain why only a single product is formed in the reaction off HBR with three bruma cyclo vaccine Now here one by one we are trying to solve that. How in case off faster it is, uh, giving CIS and trans for ice Mercy on. And where is in the second case? Only one i summer. So first is when three retail psych logs in is taken Mhm. Here it is when we tell group here Mitchell Group here and double Bond is here. No, When it is treated with HBR, electrons are taken by H plus I am so here it is h plus and we are minds by this. What happens? We are getting a carbon imma Positive charge appears here and we turned group is here now. Beer minuses left This beer minus can attic from Evo or below because the carbon in iron is plainer molecule so it can attack from this site or it can a take from behind. And when it is so by this we should get the product that is the second one Bravo is coming here and cream it'll component will be here and because off the chances off attic off br minus and from both the side we're getting CIS and trans I somewhere off this so two products are found now, in the second case, when the scene l king is taken cyclo eggs e and a third position we tell group is present Then the difference is only when the electrons off by electrons are given toe edge The sign So here these electrons are given toe edge present such a week so that we're getting the carbon iam and at the seconds so carbon, in my information is taking place like the second place by these and want to charge appears here and here we are minus and can a take from Buddha set so it can take below or it can attic from ever. Both decide it is possible. And because of that, we're getting the product. That product is CIS and trans both but beer is at the second edition. So it should be We are here and you tell group is as such does not disturb. And here again, we're getting there CIS and Trans boat. So this is how in the first case, we're getting boot And for a summer self font, Where is what happens here, Here when the starting component ease three broom Oh, we are here and double bond is here. Then the same reaction that is reaction with H b r Here again, edge is plus and V R is negative. No, Due to formation of this car book a time at the second position. We're getting the car book a time. Make this beer is not losing the position. Imagine and wants to charge a fee asleep by this. What happens? This is not the intermediate. It is just for a fraction off. Second, the structure will be there, but immediately electrons off, bro mean is given to this car book. It on because it is very close. And by this we're getting the structure intermediate. That is cyclo eggs and dream. And at the same time, when morning is formed, the beer beer positive appears here and one is at is to this and second is uncertain as to this. So this cyclo bro ammonium iron is formed. This restricts the attic of beer Magnussen from the same site. And because of that, when the remaining beer is a ticking this beer minus, he's attacking a girl. Intermediate The cycle iccpr ammonium iron than what happens. Beer is very big molecule. So now the if this beer is coming up, then the attic can take place from down from the same side because of the larger structure Hysteric hindrance. It cannot take place from both the side from the same side. And we're getting a compound that is one beard about the plane and another beer below the so trans eyes. Summer for mission is only possible. And suppose this beer minus, which is left here, is coming from below. And this be our is able. And with this we're getting this component. So that is how we can explain that how this compound formation is taking place. And here we're getting only trances him here. We're getting the transition because the air is Parky group and due to steady kingdoms, attack can take this from the other side only.

Okay. This problem is asking us to analyze the reaction between and all pain with an ether subsequent and HBR. Okay, so it's analyzed the mechanism. So for the mechanism, we draw an arrow going from the AL keen to the hydrogen. That is because HBR is very acidic. My Al Kane is considered to be basic in this scenario, and it is also considered being nuclear. Felix. So it is going to attack that hydrogen generating a bromide ion. That's because the electrons from the hydrogen bromine bond are going to go onto the bro. Me? So I want to generate a bromide ion. Okay. And the question is, is my former Al Keen going to have a hydrogen on the right Most carbon, or is it going to have 100 in on the left? Most carbon that 100 has to go somewhere. Is it gonna go into one carbon or the other one? No matter the consequence, it's going to go into one of them. And we're also going to generate a carbon cut on on the other carbon. So the question is, which car? Buchanan is more stable. And this carbon right here, this carbon head on is on a primary carbon. And that is because this carbon is only attached to one other thing. One other Cartman, where is this one? This is a secondary carpet cut on. So here's my carbon. That carbon is attached to when carbon. And even though this auction is not considered to be carbon, it contributes to the overall secondary carpet cut on nature of the molecule. So that is why this is the most stable carpet cut on. And then we're going to have my bromide nuclear file come in and attack that carbon, which has my carpet cada an honest. So we should end up with my final product, which is this? My either. My former Al Keen allocated now in O'Kane, my hydrogen and my bro Ming on that state molecule. Sorry on that same Adam.

So first here you would create. So the ring opening occurs of the tertiary carbon to give a carbon cat on, like, civilly to the transition state. So here is that transition state, and this is going to come in right here. So then this would work. Um, so the brahmi and approaches 100 degrees from the c o h. Bond, as it would like in an SMT reaction. So then this would lead to you'd Havenaar and here you could have an s.

This is Thea answer to Chapter twelve. Problem number eighteen Fromthe Smith Organic chemistry Textbook on DH. So we're being asked to do the Oz beom tetroxide Sendai hydroxy elation of to stereo ice murmurs of to beauty. So it's Cece to beauty mean and trans tube. You teen? I apologize. I forgot to label this one, so all right, so the cyst is at the top Trains is at the bottom. And so when we do the oz me, um tetroxide Cyn Dai hydroxy elation to Sister Beauty NW. What we actually get is we only get this single molecule. Um and so I have drawn it both ways here because the the two alcohol's Khun ad from above the double bond, in which case you would get the one that have drawn on the left here. Or they could add from below the double bond, in which case you get the one that I've drawn on the right here. But if you were to flip the one on the right vertically ah, and then flip it horizontally, you would actually end up with the exact same one that you have left. So is only a single molecule here However, when you do the dye hydroxy elation, toothy trans tube you teen, you actually do get a pair of an ant humors, depending on whether or not on whether the osmium tetroxide come from the top or from the bottom of the double bond. And so, since you get a pair of an anti mers here and you get on Lee Ah, this single molecule here. So the stereo chemistry of these two outcomes are different on. Therefore, we can say that Osmond Tetroxide is a stereo Selective re agent on That is the answer to number eighteen.


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