SOLVED PROBLEM 9-1 showed the synthesis of dec-3-yne by adding th...

Question

SOLVED PROBLEM 9-1 showed the synthesis of dec-3-yne by adding the hexyl group first, then the ethyl group. Show the reagents and intermediates involved in the other order of synthesis of dec-3-yne, by adding the ethyl group first and the hexyl group last.

Accepted Answer

Hey everyone and welcome back in today's video, We are looking at this problem which asks us to show the synthesis of non for iron by adding the beautiful group. And the proposal group afterwards give older reagents and intermediates. Now, when we look at the synthesis, let's start by drawing our final structure that we wish to get. That's non for iron, iron represents the fact that there's a triple bond in our structure. And recall that a position number four in the structure we have a triple bond, meaning we still need seven carbon atoms because non means no name, the parent has nine carbon atoms. So if that's position number four, we still need three more carbon atoms on the left hand side. So that's 12 and three. And because there are nine total and we have 12345, we need four more to have nine in our parents. So there will be 1234 more. So that's the structure of non 49. According to the context of this problem, we wish to add a beautiful group and a proposal group and that makes perfect sense. If we start with a settling the simplest al kind and add two groups along each end of it. Notice that on the left hand side in particular we have three carbon atoms. That's our propel group just as indicated. And then we have a beautiful group on the right hand side. So that's a four carbon change. So in particular, that's very good for us when we think about our starting material as a settling. Now, if we start with a settling as our starting material, which makes complete sense for this reaction. We have to recall that it has two acidic hydrogen on each end of the triple bond. So the first step that we may take is the deep rotation step. The classical base that we're using for. That deeper termination step is sodium a mid N. A. NH two which acts as a strong base. There's a negative charge on nitrogen which D. Protein. It's it to produce as a satellite. There will be a negative charge over here because there was a loss of a proton. And now you wish to recall that it's possible to make a longer chain al kind by using an sN two reaction. An sN two reaction tells you that if you want to add a beautiful group you need to use a beetle chain And it must have a good leaving group at position number one. Such as roaming. And this season to reaction, this is a strong nuclear file. So it may attack that electra Felix center simultaneously. We will have the loss of the leaving group to form that additional beautiful chain. Just as required by the problems we may troll our triple bond with four carbon atoms bonded so that we 1234. And now we have one of our chains added. But now if we wish to add a proposal group afterwards we may just repeat the process. And we may say okay, what if we d protein ate it once again because there is still that remaining acidic hydrogen atom. So we may use sodium amid once again. And by using sodium a might we are removing that additional acidic proton to produce another a satellite ion which will act as a good nuclear file. There will be negative charge of this position due to the loss of the acidic proton. And we will simply redraw our beetle group. Now having produced a negative charge, it will act as a good nuclear file. So we will be performing another essence a reaction similar to the one above. But now because we need to add the appropriate group, we are going to add a three carbon chain and a good leaving group bonnet is so once again we may use protein and again we will have an essence to reaction in which the negative charge will attack the electra Felix center and we would have the loss of the leaving group to form non for iron. That will be our final reaction. So we may draw our final product. The triple bond has a beetle group and below we have a proposed group. So that's indeed not for when we have successfully proposed the reaction scheme, we may now label this is our final answer. So all of this route is our final answer for this problem. And as you can see the correct answer to this multiple choice question is a however, if you have any questions, don't hesitate to leave them down below in the comment section and thank you for watching once again.

SOLVED PROBLEM 9-1 showed the synthesis of dec-3-yne by adding the hexyl group first, then the ethyl group. Show the reagents and intermediates involved in the other order of synthesis of dec-3-yne, by adding the ethyl group first and the hexyl group last.

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