Show how you would synthesize each compound, beginning with ac...

Question

Show how you would synthesize each compound, beginning with acetylene and any necessary additional reagents

(a)

Accepted Answer

Hey everyone and welcome back in today's video, we are going to solve the following problem. How would you synthesize the following compounds? Starting from E sign in any other required substance? Three metal plant 193 oh, according to the name of the structure the parent is spent 19. So we're going to draw a triple bond at position number one. So between carbon number one and two we have a triple bond and there must be a total of five carbon atoms within that al kind. Right, so 12, we need three more carbon atoms that we 123 and according to the name position number three or basically this carbon atom because that's contains a metal group and three old implies that there must be an alcohol group as well. So this is our desired structure. Let's call it our target molecule for simplicity. And this target molecule must be prepared from ethane and methane is the simplest alkaline essentially has two carbon atoms bonded via a triple bond. Now, how can we really form that target molecule from E Sign recall that? S fine contains that acidic hydrogen that can be easily removed with sodium Amytal. Right. If we use sodium a mind which is a strong base, it will essentially d protein it at acidic hydrogen to form a satellite. And the satellite is the key point in this problem because the satellite is a good nuclear pile, right, We can say that this is a good nuclear pile because it's a good nuclear file. We essentially may think about a carbon compound because good nuclear files such as the satellite, they will attack carbon compounds. And we may simply think about the model reaction. What if we are starting with some carbon compound which has al kiel substitutions are one N R. T. If we're performing a nuclear attack by a satellite, we're essentially going to attack that carbonell group. Break the pi bon and for milk oxide. So that would be oxygen with a negative charge With two R groups That b. R one and R two. And then we're adding a satellite to our structure. Right? So that'd be two carbon atoms. Yeah, that makes sense. So if we look at this, Alcock said we can later on protein ated. Right, And we can get an alcohol. So that makes sense. This might be a possible pathway for our reaction. If you look at the target molecule, we may have added that a satellite to our structure. Supposing that this was a carbon eel. Right, What should have it been if we see a total of three al kill substations around that carbon atom, basically this is a tertiary alcohol. It implies that the carbon compound must have been a ketone. Right? That must have been a ketone with two alcohol groups. So this is our first, I'll kill group from that original ketone and that's the second one, a metal and an ethyl group. So that means in our retro synthesis the other compound that we may use here is a key tone which is this structure. Right, jesus, the fact that it has a much group on the left and then ethnic group on the right. So that might be pathway for us. In the first step we're producing our good nuclear file satellite. And now let's see what's happening if we are using it in the presence of the ketone. So the negative charge will attack. We are going to break the python and we will get the elk oxide and iron. We will throw the L. Cox it and are informed. Now it will have three substations that would be our triple bond. And then we want to protein ate it. Right. We want to make sure that we protein ate it. So the protein nation stop requires us to use hydro ni um we're going to use an acidic hydrolyzed is here to protein eight Alcock side and form our final alcohol. So the structure would look like this, we get our triple bond and then I'll wage now it definitely has a different perspective than the one shown. But if we find our parents, let's think about it this way. So that's carbon number 12345. Right, one time and then position number three has a metal group and an alcohol group. So definitely that works for us, meaning we have successfully proposed a synthesis. Now let's simply summarize everything that we have found. If we start with a settling or E sign, we need to perform several reactions together. Our target molecule, which one's game looks like this. So that would be our alcohol group and then we have one more carbon atom and our triple bond. So to form that structure, we essentially need to perform several reactions. First of all, we're using sodium Amytal which acts as a strong base to D protein eight A settling and form a satellite. A satellite then can act as a good new profile which attacks our key tone. We have determined that it must be key tone because there are three alcohol substations in the final product and we have obtain our key tone. We said that there must be a method and an ethyl group bonded to the carbon ill. And then step number three was hydrolyzed. This reaction in acidic conditions we said because we're producing an L. Cox it and on after we broke that pi bond. Now we have two protein, ate it. So we're using a strict conditions. That would be it. We may simply say that the outline for our synthesis is given below three steps. We start with a settling. Step number one addition of sodium A My step number two treatment of the result on the satellite with a key tone. Step number three acidic hydrolyzed this. Now the correct answer to the small cultures question is B However, if you have any questions don't have states. Leave a comment down below in the comment section and thank you for watching.

Show how you would synthesize each compound, beginning with acetylene and any necessary additional reagents
(a)

Key Concepts

Acetylene as a Building Block

Nucleophilic Addition Reactions

Functional Group Transformations

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