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Ch.22 - Organic Chemistry

Chapter 22, Problem 48d

List all the possible products for each alkane substitution reaction. (Assume monosubstitution.) d. CH3CHBr2 + Br2 →

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Hello everyone. Today we are being asked to find what the product or products for the following al king substitution reaction occurring if there's only mono substitution happening. So whenever we see a cl two molecule reacting with an al caine, we know that this is a hallucination substitution reaction. So it's a hallucination substitution reaction where we are taking a halogen and substituting in front of the group. So whenever we have cl two reacting in the presence of an al caine in the presence of heat or UV light, we're gonna have what's known as home. A little cleavage. We're in this bond between the two chlorine will break evenly and one electron will go to each chlorine atom moreover with our al Qaeda, we're going to end up breaking a carbon hydrogen bond here. So for this carbon here, this bond, one electron can go to the hydrogen, one electron can go to that carbon giving us the following product. And so this carbon on the far right will have what's known as a radical or will have one electron. And so when we form these chlorine radicals here, we can say that this radical on the carbon can bond with this radical in the chlorine to give us this product. Now note that we have another carbon hydrogen bond that we can break to yield us on a unique product. So if you want to break this second carbon here we do this bond here, one electron goes to the hydrogen one to the carbon and we end with a product that looks like this only this time we have the radical on the second carbon. And so just as before we're going to take this radical of the chlorine and this radical on the second carbon join them together to give us this product here. And of course, we'll always have the by product of H. C. L. And with that we have our three unique products for this reaction. I hope this helped, and until next time.