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Topic: E1 rearrangement (for real this time, haha)  (Read 5309 times)

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Offline rleung

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E1 rearrangement (for real this time, haha)
« on: November 08, 2005, 07:42:04 PM »
Hi,

I think I may have an E1 rearrangement on my hands for real this time now.  My teacher is asking me to show the mechanism for the following (reagents are H2O and sulfuric acid).  I can't seem to see how a ring expansion would lead to the product.  Any thoughts?

Ryan
« Last Edit: November 08, 2005, 07:42:24 PM by rleung »
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Offline movies

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Re:E1 rearrangement (for real this time, haha)
« Reply #1 on: November 08, 2005, 11:28:13 PM »
Think in terms of carbocation stability.  What can you do to make a more stable carbocation?
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Offline maxyoung

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Re:E1 rearrangement (for real this time, haha)
« Reply #2 on: November 09, 2005, 09:53:55 AM »
I cannot figure out a mechanism how the product is formed. Actually, I'm doubt about the product. Is this product really formed? Could rleung check the problem? Or someone can show the route  
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Offline movies

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Re:E1 rearrangement (for real this time, haha)
« Reply #3 on: November 09, 2005, 11:35:39 AM »
You can get there, but it's kinda tough.  I don't want to give away the answer.  I agree that you might expect to see other, similar products as well.
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Arsenic

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Re:E1 rearrangement (for real this time, haha)
« Reply #4 on: November 10, 2005, 06:00:19 AM »
fill in the blanks
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