Question

"Only one of the following three alkyl halides can be prepared as the major product of the addition of HBr to an alkene. Which compound can be prepared in this way? Explain why the other two cannot be prepared in this way. (a) (DIAGRAM CAN'T COPY) (b) (DIAGRAM CAN'T COPY) (c) (DIAGRAM CAN'T COPY) "

   "Only one of the following three alkyl halides can be prepared as the major product of the addition of HBr to an alkene. Which compound can be prepared in this way? Explain why the other two cannot be prepared in this way.
(a) (DIAGRAM CAN'T COPY)
(b) (DIAGRAM CAN'T COPY)
(c) (DIAGRAM CAN'T COPY)
"
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Organic Chemistry
Organic Chemistry
Marc Loudon, Jim… 6th Edition
Chapter 4, Problem 25 ↓
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"Only one of the following three alkyl halides can be prepared as the major product of the addition of HBr to an alkene. Which compound can be prepared in this way? Explain why the other two cannot be prepared in this way. (a) (DIAGRAM CAN'T COPY) (b) (DIAGRAM CAN'T COPY) (c) (DIAGRAM CAN'T COPY) "
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The following alkyl halide can be prepared by addition of HBr to two different alkenes. Draw the structures of both (reddish-brown = Br). (FIGURE CAN'T COPY)

Organic Chemistry


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Transcript

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00:01 In this question, we are going to determine which two alkenes can be reacted with hydrogen bromide to form the alkali shown.
00:17 So, alkenes reacts with hbr and it forms a carbopation intermediate, which then forms the alkene.
00:57 So now let's look at the alkalihyl to determine where.
01:01 Where the carbocatin would be formed.
01:07 Here you can see bromine is a haline.
01:12 It is electron negative, therefore it will throw electrons towards itself away from this carbon.
01:22 So therefore this carbon bromide bond is the bond that will break to form the carbocatarium.
01:33 So let's show that.
01:43 Here we have the as above by carbons.
02:17 So the carburetide intermediate will be at this carbonyl.
03:07 And we have the bromide ion.
03:11 Okay.
03:12 So therefore this hydrogen could be lost and double bone form at this position between these two carbons or this hydrogen can be lost.
03:33 Are now double bond form between these oppositions...
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