Give structures of the alkenes that would give the following p...

Question

Give structures of the alkenes that would give the following products upon ozonolysis–reduction.

(b)

Accepted Answer

Hey everyone and welcome back in today's video, we are going to tackle this problem which reads predict the ALC in that would yield the following products when treated with ozone and by muscle sulfide. If you look at this problem in particular, these two compounds are key tone, right? Because we have a carbon steel group bonded to two carbon atoms and an alga hide Because the carbon group now has that hydrogen atom monitored directly and then one L kill group. Now we have to recall something called a stenosis reaction. And and ah cyanosis reaction is generally a reaction in which an end saturated carbon hydrocarbon such as an AL keen or an alkaline reacts with number one ozone 03 at a low temperature. Generally you will see negative 70 degrees Celsius and number two dimethyl sulfide Emmy to us. That's exactly what we are given here. Now, whenever we're considering al kins, we are going to draw a general model for such a reaction. Let's suppose that you have an ALC in, in which there are four substitue ints, let's call one of them are one L kill group one L kill group two L kill group three. And for simplicity to make the model really useful for us, let's add hygiene here instead of an L kill group. Now, how those noses works in general just to summarize that we don't want to think that much about the mechanism, we are simply breaking that carbon carbon double bond And if we do so let's draw the two fragments that we get. First of all, we are going to draw the double bond and the two alcohol groups. R one and R. two or the left part. And for the right part we are just considering that double bond, right? This is the double bond that we have broken and the remaining groups are R. three and Hydrogen. Now it's not sufficient just to break it. Right, We don't really have any atoms here. We just broke that bond. And during those analysis we're simply adding oxygen atoms to form these carbonell groups. So that's how simple it is to just summarize, we're breaking the double bond and adding oxygen at each end of the double bond and we're getting to carbon compounds. So notice that the left side which contained two L kill groups which was di substituted, formed a key tone which is consistent with our problem and the right part which contained one al kill group and one hydrogen which was also mono substituted for these and all died, which is also consistent with our problem. So we pretty much understand that we have to go in reverse were given to products of oz analysis. This isn't our model and we want to get a starting material. We went together our starting out working so why don't we use the reverse logic, why don't we just get rid of these oxygen atoms and try to fuse these double bonds into one double bond. Okay, so we are going to redraw that ketone without oxygen simply having a double bond at that position. We may start by drawing a five member dring. Now let's add that double bond. We have already removed that oxygen. And now that double bond propagates into that double bond. Right? We're kind of fusing them. There's no more oxygen. So we understand that. Okay, if we label these, this is our carbon number one And this would be our carbon #2 at this position. So how many carbons do we have left? We have physician number 345. Right. We need to add three more. If we do so, we may continue and say we have one, two, three more. We may also able them for consistency. And you will notice that this is our carbon number 34 and five. And also notice that position. Number two has that implicit hygiene. Right? That's that's how we get it. So we may also expand that bond if we wish and we may show that hydrogen atom at that position. Now this is supposed to be our material. And let's check if that's correct. Let's see if that's consistent with our motto, if we perform oh, cyanosis on that structure. # one ozone at a low temperature and number two dimethyl sulfide. We understand that we have to break that double bond. So if we do so we get a five member ring. Just as we said before, let's start by drawing a double bond. Now the other double bond belongs to the remaining fragment carbon number two, we have hydrogen and then 123 carbon atoms, one T three. All that we have to do is now simply add oxygen atoms over here and here. And we get our key tone right? So that's indeed our key tone. And regarding our out hide that's indeed our AL Hi. Just shown in a different perspective, 1234 carbon atoms, 1234 carbon atoms. So we notice that yes, indeed that works for us. We obtain our structure. We may simply label this is our final answer. We may state that the Al King that would produce these two structures in an osce analysis reaction is the Given Al Keenan Green. Now the correct answer choice to this multiple choice question is D However, if you have any questions, don't hesitate, leave your comment down below in the comment section and thank you for watching

Give structures of the alkenes that would give the following products upon ozonolysis–reduction.
(b)

Key Concepts

Ozonolysis

Alkenes

Reduction of Carbonyl Compounds

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