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

(b)

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 the sign and any other required substance? Help? The 1/6 II in 35 dial. Now let's start with our parent that says help to 1/6 iIn iIn implies that there must be two triple bonds at positions one and six. So we are going to draw our carbon number one and two bonded via a triple bond and help to implies that there must be seven carbon atoms total. So we have 12 and let's continue our chain that be 3456. And this is where our next triple bond starts. That will be the sixth carbon atom and then the seventh one. So that's helped a one comma six die eine. And according to the name, we understand that because this is 35 dial carbons. Number three and five contain alcohol groups. So we're going to add them. This is the structure that we want to synthesize and we actually want to synthesize it from me. Fine. Or a settling. That's the simplest al kind. And because this is one of our starting materials, we can simply break it off from our target molecule, let's call it our target. Okay, so we can have a reference later. So if we break it off, we can think about carbon compounds form right, we are going to lose a bond. So definitely we will not have any substitution. We can remove hydrogen to form a carbon carbon compound. Right, for each of these two alcohol groups, we're just going to replace them with carbon groups. So now, how many carbon atoms do we have? We will only have five. Right, we will get rid of minus three. That's seven minus four. That's three. My apologies. So that'd be a total of three carbon atoms. We're going to draw these three carbon atoms. So that would be this structure. And then we still have these hydrants. Right? These implicit hydrants. So let's just expand them hygienic disposition. Another hygienic disposition. And then we're just adding carbon ill groups for our retro synthesis. And then we're thinking, okay, this might be our potential structure within that synthesis. If we think about any possible way to add these two triple bonds to our carbonell compound, we may get our target molecule. So now how would that work essentially. First of all, we want to make sure that we are producing a nuclear file out of a central line because there's that Carbonell group here and here. They're both they both have electro fellow carbon atoms at this position. Right? So we may 1st of all create a nuclear file out of the sign. If we start with the sign. And if we treat it with a strong base keep in mind that there's there's acidic hydrogen bonded to that al kind And this acidic hydrogen can be removed by adding sodium Amytal sodium amy there's a strong base. So it's capable of the protein eating that proton. And we are going to produce a satellite. Right? So we are producing a satellite iron, which is a good nuclear file. And because it's a good nuclear file, we can definitely use two equivalents of a satellite in the presence of our carbon compound. And we will have to nuclear filic attack steps First of all, we will look at the first attack. So there will be an attack in this position which is our electro fill a carbon atom. We are breaking the pi bond forming an elk oxide and iron. Right? And then we're adding the second equivalent of a satellite. It's attacking the electrolytic position. We're breaking the pipe on and then we're forming another elk oxide and iron. So this is what we're getting. It kind of makes sense. So if we draw our intermediate, let's call it an intermediate. So far, we are going to have a triple A triple bonded carbon bonded to our original carbon ill carbon. Right? So we're going to add that triple bond bonded to that carbon over here, which now becomes Elk oxide. So it's oxygen with a negative charge. Then we have another auction with a negative charge because there was another bond made over here and we broke our pi bond. So now we're just going to add that satellite, right, that we have formed. So we understand that these two steps allowed us to perform a nuclear attack at each carbonell group. And now we have formed an elk oxide and on with two negative charges. Right? And because there are two negative charges here, we can essentially protein mated with an excess of asset. We can say if we use a source of protons such as hydro knee, um we will be able to produce our final product. So that would be ohh after we protein ate the first one and then when we protein it, the second one, that would be another O. H. Right. We are essentially dealing with a proton transfer. And now on the left side, we're going to draw our triple bonded carbon atoms And that would be pretty much it. Right? 1, 3456. Something that makes sense. That's exactly the structure that we began with. So let's summarize all of these steps now, how to perform that sentences. We start with Ethan or basically a settling and we need several reactions to perform to get our final material. Once again, let's redraw it. The first step of this reaction was addition of sodium Amytal. That's a strong base that allowed us to produce a satellite which is a good nuclear file. Now in the second step we added a satellite to our Aldo hide. Right? We said there are two Aldo high groups. So we're adding our al to hide. And step number three was the hydraulics. Is that in the in acidic medium to make sure that the two elk oxide and ions get protein ated. So our complete synthesis essentially looks like this. We start with E sign step number one edition of sodium A. My Step number two treatment of a satellite with the alga hide Given step number three. Hydro leases and estate conditions. To give us our desire, dial the correct answer choice to this problem is C. However, if you have any questions, don't hesitate. Sleepwear, 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
(b)

Key Concepts

Alkynes

Functional Groups

Synthesis Pathways

Watch next