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Video Solution: Each of the following reactions has been described in the ch...

Problem

Each of the following reactions has been described in the chemical literature and involves an organic starting material somewhat more complex than those we have encountered so far. Nevertheless, on the basis of the topics covered in this chapter, you should be able to write the structure of the principal organic product of each reaction. 

Video Transcript

Hey everyone, so let's take a look at this reaction. Now, we have this compound here that looks a little bit foreign to you but if it reacts the same way as any alkane would with a halogen in a radical initiator. Now, I just gave away that this compound is actually, I'm just going to undergo a free radical halogenation, so what that means is that we're in select our most stable position for our radical and simply with a bromine that's going to be our halogen and it's going to be the most selective, right? this is our only useful method for halogenated an alkane, chlorine on the other hand it wouldn't be as selective, right? So, all we need to do is simply look at this compound, we are given the molecular formula for the product, so if we just copy in our reactant, we need to figure out which position is going to be the most stable to form our radical and then our bromine is going to attach right there. So, here we have 2 different positions, we have these positions right here, and notice that if we formed a radical there, we would form tertiary radicals, so that's pretty stable, we also have these other positions, we have all of these right here and all of these, what kind of radicals would you form there? Well, here what would form is we would form a bunch of secondary radicals, so we're going to say that our tertiary radical is going to be more stable than just our secondary radical, so that means all we need to do is pick one of those tertiary positions and add a bromine there, so we're going to pick anyone, I'm just going to select this one right here and simply add a bromine, okay? And notice that we're adding it in this position going down, okay? So I hope this made sense, let me know if you guys have any questions.

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