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Reaction of a carbocation
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Topic: Reaction of a carbocation (Read 2706 times)
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cseil
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Reaction of a carbocation
«
on:
June 04, 2015, 05:31:09 AM »
Hello everyone,
I was asked to explain what's the main product of this reaction.
I can't understand if the formation of the epoxide happens or not. What would be the main product between these two?
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Hunter2
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Re: Reaction of a carbocation
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Reply #1 on:
June 04, 2015, 06:19:30 AM »
If its aquaeous solution the Diol will be the product. The carbocation will attack a water molecule and a H
+
will be expelled.
The same reaction take place intramolecular, but I think the angle in a epoxide is very strong so the reaction is minor.
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orgopete
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Re: Reaction of a carbocation
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Reply #2 on:
June 04, 2015, 06:24:25 AM »
Would add another product. Hint, pinacol....
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cseil
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Re: Reaction of a carbocation
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Reply #3 on:
June 04, 2015, 06:28:56 AM »
I didn't know about the pinacol rearrangement. Now I do
You mean this product, right?
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Hunter2
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Re: Reaction of a carbocation
«
Reply #4 on:
June 04, 2015, 06:31:22 AM »
Here we go, mechanism below.
http://en.wikipedia.org/wiki/Pinacol
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cseil
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Re: Reaction of a carbocation
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Reply #5 on:
June 04, 2015, 06:34:14 AM »
Thank you!
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Reaction of a carbocation