Give the products expected when the following compounds are oz...

Question

Give the products expected when the following compounds are ozonized and reduced.

(c)

(d)

Accepted Answer

Hey everyone and welcome back in today's video, we are going to tackle the fulling problem, predict the products when the given compounds are treated with ozone and then with dimethyl sulfide, we look at this problem and we understand that both structures A and B are al kings and these are Elkins are treated with ozone and then dimethyl sulfide. So we have two reactions. Number one is the addition of ozone and generally that's a low temperature negative 78 degrees Celsius is something that you will commonly see. And number two dimethyl sulfide. Now, because those noses reactions are really diverse depending on the nature of an elk in we may have different outcomes in today's video we are going to concentrate on cyclic Calkins, suppose that we want to create a model that will be helpful for us to solve this problem. Now imagine that we have the following cyclic al keen, the double bond and disposition and hydrogen as well as some alcohol Supposition bonded and at this end we simply want to understand how to get the products for any ring. Right, so the general idea behind those noses is that you're breaking those double bonds and you're essentially creating two different double bonds first. And to make it really simple for you, you're going to enumerate your carbon atoms because after you break the double bond, you will open the ring. Right? So we are going to enumerate it counterclockwise. Should that be carbon number 12345 and six. Now we are going to redraw our straight chain. Now since we have broken the double bond, so that'd be six carbon atoms 123456. And we understand that position number one has part of that double bond since we're breaking it equally. So we are going to add that double bond, we're going to add that hygiene adam. And for the carbon # six, it would have a double bond and then that our group the world last thing we want to do. We just want to add oxygen atoms to each double bond and we are done. That's how simple it is. So we are going to use that logic and we are going to apply it to our two problems. If we start with a all that we want to do, we simply want to break that double bond, which means that we're opening that ring. Now, if you notice there is that bridge and if we open that part of the bottom ring, we will be left with one more ring. If we go from this carbon upwards, so that would be 12, we 45. Right? So we are going to draw cycle panting ring because after we break this double bond, we still have this as our ring. 12345. If we go upwards towards the bridge, since there is no more double bond here, there's no more restriction. So we may simply think about this as a plane of ring. Now that we cycle panting, we are going to draw cycle benzene A five member dring And now let's think about it a bit. If we enumerate our carbon atoms 12345, we understand that positions four and two. So these are important for us, positions for and two will have carbon atoms bonded to them because we're only breaking this double bond going from position for we may label this carbon carbon A. And this carbon is carbon B. Because we just have these two additional carbon atoms. Position number four has carbon A. So we are going to draw that carbon A over here and also part of the double bonds. We're going to add a double bond in addition to that there's an implicit hydrogen atom. So we are going to add that hydrogen atom and our position number two has carbon number B. So we are going to add carbon number B than part of the double bond. And then there's another implicit hygiene at that position. So we are going to add that hydrogen atom and I recall what we previously said after we break that double bond, we are just going to add oxygen atoms and we are done. So we are adding an auction atom over here, another auction over here and that's how we get our structure. That's our first structure. We got our answer for A And now we are ready to move on to part B. If we perform an analysis reaction on this one, we may simply understand that we are going to break the carbon carbon double bonds. We are breaking this bond and we may simply start by drawing cycle benzene ring because it's not affected. Right? We are going to draw cycle of fencing That five member dring. And now let's enumerate our carbons. If we go from this position, that would be carbon number one. That's the only one that is interesting to us. Right? We already have our ring. So we are thinking about the substitutions bonded to cycle of fencing. So you can say that this is carbon number one and this is carbon number two. Similarly, if we go from this carbon, this will be carbon number three and carbon number four. We can think about these as our two new substations since we're breaking this carbon carbon double bond, so we may now draw carbons one and two bonded to cycle of insane. So let's do that one, two. Right, so that's our number one. That's our number two. And we understand that number two has part of that double bond. So let's just draw that double bond. There's a double bond at position # two. And now we see similar scenario for these ones three and 4 At the adjacent position. So we have three and four and then we're adding that part of that double bond at position number four. So, if we add a double bond and we also have two implicit hydrogen. There's hydrogen over here and hydrogen over here. So let's add them together. There will be hydrogen and another hydrogen. Now the world last thing we want to do, we simply want to add oxygen atoms because we're performing always analysis. So that would be our final structure. Let's just make it neater for us because we did our analysis, we now see how our structure is supposed to look like. We may simply say that if we redraw it in a better perspective, we will have a cyclone fencing ring and there will be two adjacent substitutions. Right, carbons number one and two. So you may say that we will add carbon number one and two. So that would be number one, number two and carbon number two has an al behind group. So that would be an AL to hide group. And similarly, if you look at position and number two, we will do the same right? We are going to add one carbon, another common that has and al the high group. So we this sketch of the structure looks better so we can visualize the structure much better now. So you may now conclude that our answer to a is this structure right. This is what we get during an osteoporosis reaction in our compound for B. Is this structure. Now we are done with our analysis and we got our two noses products, we may simply conclude that the correct answer to this multiple choice question is B. However, if you have any questions, don't have States livia comment down below in the comment section and thank you for watching.

Give the products expected when the following compounds are ozonized and reduced.
(c)
(d)

Key Concepts

Ozonolysis

Reduction of Ozonides

Stereochemistry of Products

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