Show how you would accomplish the following synthetic transfor...

Question

Show how you would accomplish the following synthetic transformations. Show all intermediates.

h. hex-1-yne → hexan-2-one, CH₃COCH₂CH₂CH₂CH₃

Accepted Answer

Hey everyone and welcome back in today's video, we are going to learn how to solve the following problem. Show how the following synthetic transformation can be accomplished. Give the structures of all intermediates going from butte one. I tend to be tend to your own. Now the starting material is an al Qaeda that has a triple bond at position number one. And it has a total of four carbon atoms because the parent is butte. Right? So that's our starting material. And according to the problem, we are going to form a key tone because the ending its own. That indicates the presence of a carbon steel group, which is carbon number two, meaning on the left, we must have a metal group. And if we already have two carbon atoms, we need two more. That's our final key tone. We may simply analyze our problem. And we may say that we are starting with a terminal AL kind Because the triple bond starts at position number one. And we are forming a key tone. Recall that the transformation of terminal AL kinds to ketones might be accomplished using mercure IQ. I am catalyzed hydration. This is a one step process. So the transformation is really basic. Now let's see how that works. First of all, we will recall the regions needed. So we're using water in the presence of sil fairy CASS said and mercury too sulfate. We may immediately add these regions because they will perform that conversion and then we will see how that works. So we may simply say that the regions that we're using in this reaction, they are water, sulfuric acid and mercury too sulfate. Now, these are our reagents. Let's just see how that works. And the logic behind that reaction, if we start with our terminal al kind and that's really important for this reaction. We want to make sure that the al Qaeda that we're using as terminal one, essentially, we want to remember the more cognitive stroll in this reaction. We are going to add a church and a wage across the triple bond and we're going to use one of the two pi bonds. So as we're going to do, we're going to use the upper pi bond and according to the more comic officer, we're going to add hydrogen to a less substituted position. So basically over here in the wage group to a more substituted position over here, right? And we are going to form an elk in right there. There is going to be a double bond as well as an a wage group. And we call this an email. So we may just say that in the first step, our intermediate is that, you know, we first of all have our double bond because now we have used one of our pi bonds. Hygiene has been added over here at position # two, we have an alcohol group And then there are two more carbon atoms. So this is an N. O. Because it has a double bond and an adjacent alcohol group. And you may wish to recall that he knows are unstable and they undergo total memorization, essentially. What that means is the lone parent oxygen will essentially tend towards formation of the carbonell group. And because we're creating a bond here, we are going to break another bond. And the only way to do that is to break the pi bond. The pi bond will essentially attack the acidic hydrogen and it will get protein ated. Right? Because if we're forming a bond here, we will have a lack of protons and dispositions. Were capturing a proton from the acid there, sulfuric acid present in the reaction mixture. Right? So we are forming our protein ated intermediate and it looks similar to a key tone. But keep in mind that it's still protein ated due to that hydrogen present. So we are drawing our metal group, our ethyl group here. And the final thing that we want to perform here is that the protein nation stopped right. The acid here acts as a catalyst. So it allows us to produce a more stable kids home. And this is how we get our found product. This is our key tone. Right? So just to review the steps, whenever we want to convert our terminal al kind into its corresponding ketone, we want to make sure that we are using mercury iron catalyzed hydration which involves a set of three regions, water in the presence of sulfuric acid catalyzed by mercury to sulfate and the intermediate in particular is that Enel form, which undergoes total memorization to produce a more stable ketone form, so that's our final product and equilibrium shifts significantly towards that ketone. Right. We may essentially say that if we were to show the equilibrium, it would significantly shift towards that ketone form. That would be it. The correct answer to this multiple choice question is a however, if you have any questions, don't hesitate to leave your comment down below in the comment section and thank you for watching.

Show how you would accomplish the following synthetic transformations. Show all intermediates.
h. hex-1-yne → hexan-2-one, CH₃COCH₂CH₂CH₂CH₃

Key Concepts

Alkyne Reactivity

Hydration of Alkynes

Reaction Mechanism

Watch next