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Practice Problem 10.A0b Consider the structure of the following compound:10.41 b When the compound treated with bromine under conditions three stereolsomeric produc...

Question

Practice Problem 10.A0b Consider the structure of the following compound:10.41 b When the compound treated with bromine under conditions three stereolsomeric products are that favor dibromingtion; obtained: Identify the products (select all that apply).

Practice Problem 10.A0b Consider the structure of the following compound: 10.41 b When the compound treated with bromine under conditions three stereolsomeric products are that favor dibromingtion; obtained: Identify the products (select all that apply).



Answers

Identify the alkene that gives each of the following products upon ozonolysis, followed by treatment with dimethyl sulfide: a. b.

So for this question, were given the following Siris of reactions and were asked about the reaction of these molecules with metal magnesium bromide. So we know that Mitchell magnesium bromide. It is also what's known as a grin yard free agent. And it can either act as a strong base in the presence of acidic ohh groups or as a nuclear file. Okay, so let's analyze the reactions. So this first molecule A, we're told we have cyclo Penton. Oh, so we see cyclo Penta and we know that we have a five member to ring and then our suffix own tells us that it is a huge tome, so we can then draw a carbon, you'll hear. So that is the structure of cyclo Penton. Oh, so we know that Griner reaction greener free agents engage in 12 additions into carbon UAL groups And so we would expect them to get a product that looks something like this so we can move on to part B. So Ben's ofa known has a structure that looks something like this. Otherwise, notice Die fennel key tone. So our key tone. This is the di fennel portion. And so again, we see we have a key tone and we know that we react. Grenier. Three agents with Carbonell groups to form and alcohol and in calculation of the position. And so we would expect a product that looks like with better bond angles, that looks something like this. So now we can move on to part C. So for part C, we have three hex unknown. So we see Hex an and we know that we have a six member to chain. So and we have the suffix own meaning key tone and a three here, meaning that we have a key tone on the three position. So we number our carbons 123 and we can place a key tone here. And so this is the structure of three Hexen. Oh, so it's going to react just as it did in Parts A and B to yield a product that looks like this. And so this is the structure of the product that we would expect

So we were taking a look at Calkins that are formed in those analysis reactions. When our first example, we have a couple six members rings that are attached to one another with a missile substitution, and we find that you have to double bonds. And then if you were to crack at those double bonds, look at your fragments, then it would be those that are proposed to us. Looking at the second example here we have a bigger cyclical structure that has formed with an e Thile chain. Then again, if you correct both in your structure at the double bonds, that you would find that you found the fragments that all given to us.

Everyone thought they were doing Chapter 18 from 34. This film gives us the stick and ball models of a on top and be on the bottom and asked us to draw the products form when he reacted with three agents A, B and C or 123 1st one bring Bro Ming and lose a 2nd 1 being nitric acid and issues to Russell four sulfuric acid in the 3rd 1 being fetal craft isolation regions here. So the first thing we need to do is identify the directing groups Officer situates on our benzene ring. So on top, we have in a lifetime donating group because of the residence that reform with oxygen, donating electron density into the ring and actually forming a car banner in the Benz. Even so, we know that electron Dorian in groups are or so and Paris substituting so or so high like this in blue and Paris's to him. But the parent groups actually occupied. But it's Aldo hide, so only directing Ortho. Next on, actually, the position of this Aldo Hide is actually off. So Mia's redraw this so the old ahead is actually and this location here so we actually do have a pera position which we are directing. Thou died, however, is not shying. Withdrawing grew because of the election Negative auction, Adams. So we know that some drunk groups donate or direct at the medic position, so we only have one medal position. However, we have now opposing effects. We have to Ortho and one pair from this auction and then just this one matter from this album group. However, in terms of the strength of the directing group, we know that because of the residents that conformed with this auction causing a full negative charge in the benzene ring, this Alcock C group here is this much stronger directing group. So we know that this direction ofthe orphan pair is going toe out way and be stronger than the direction off this electoral jungle Elder hide group here. So we know that we will follow the Ortho and parent direction Office alk oxy for Oliver reactions here. However, we know that this order position being between two buckets of situations, we know that they're being no substitution at this orca position because there in between these two bulky groups of hysterics was going to prevent any chemistry occurring at this carbon here. So we will be end up with is a product that will be at the ortho position. And I swear that I'll be at the para position now for this group. We have Miss Oxygen has electron riches and Dhoni electron density and flute drink and therefore we know that it's going to be or so and Paris substituting or directing. But the propositions occupied in this in this example. And we know that this Amy and also with the long production, could donate residence and ultra intensely into the grain to make a full carbon and in the carbon rain. So this is also gonna be electron donating to its ortho and Pere positions here, however, once again in negatively charged option is far stronger of directing group than an A mite. So because of that, you know that we're going to be following the order composition of the stronger directing group, which is this negatively charged oxygen Adam here. So with the location of the substitution identified, the rest is easy. So for a when we have ah ah halogen nation, we know that we had a bro me to the orphan para position of a and to the ortho position of B. So you have one. I simmer with the bro. Me, not the ortho position plus one. I simmer with the roaming at the para position and then for B, we're gonna have just one eye summer with the bombing at the Ortho position to Ortho, businesses are identical because of that eternal plan of symmetry. So doesn't matter which one I draughts in. They're both the same. They're both identical. Soldiered at this position here now have metric acid and sulfuric acid. So we know that we're gonna add a natural group to either air B. So we know that once again, because we already identified the positions that are substitutes is going out on our regents will add on The rest is easy. All we need to do is just drop fill those in at the appropriate positions. So for a will have to ie summers once again one being and all to one. Being the Ortho derives product on a nice summer, being the paired around product here and then for B because we only have that one position that could have any sort of substitution or chemistry. We know that. Oh, I'm joined again. Job be. You know that the natural group is, you know, add to this carbon here and now for the fetal crafts calculation product. Once again, we'll draw the products of a here. You tell your benzene ring, and now we'll add the easel Group with 123 carbons was 123 carbons at the auto position, but will also have a nice summer at the pair of position with 123 carbons as well. And then we also have B with this easily product at the worth of position here. 123 carbons Perfect.

Hello, everyone. Today we're doing Chapter 23 Problem 14 And this from Asa's job. The products when we react to bro must repent in on with East three re agents. So let's start with the 1st 1 here. What we have in certain material is ah, Carlyle Group that has an Alfa bromide attached to it and some hydrocarbons and reacting this with lifting bromine and IMF with this catalyst here. So what we know about this the's region sex that's the textbook tells us is that elimination of roaming and hygiene occurs. Only used this region set an individual, memorize that we know that lithium is, ah, a medal. So that's gonna associate into spectator ion. So we're gonna be left with br minus. And when we know we are minus is that it's going. It has ability ripped off potential protons. So a potential protein that could rip off with this proton. That's right here. What's gonna happen is that we'll have an alphabet elimination of crying and with removal of this acidic Alfa bro my here. So we're making bomb of this hydrogen to ah ah d Probably this molecule, we're forming a noodle bond. Then we're breaking the sponsor, making a bond breaking bond making bond. They're breaking the last bond to former elimination product, which is this. And now, in the second example we have is the same molecule. But now we have a nuclear file. We have a flaming here. We're gonna know about a flaming in the secondary carbon specifically a acidic secondary carbon is that we can have Essen to reactions occurring so we can have his backside nuclear feel like attack from the nuclear filic nitrogen. Using is loan pay electrons to back side attack. This is Siddiq Electoral Filic. Carbon making bombing. Make a bunny break The bond on the best leading grouping the hey light is going to fall off. Now we have a substitution reaction with flaming and I were the last. What we have here is a file Cooper. Remember, sile is equivalent three lines equivalent to saying it's an oxygen. So this molecules, according to say it this monk, you'll hear this meth oxy molecules. They have very similar chemistry so that the file group using its long parallel actions just like oxygen and axes the nuclear file, there's going to be able to do a backside Nuclear Filic 1 88 dearie Attack. Same thing using s into mechanism on this after Fela Carbon to kick off our living group and form our substitution product here.


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