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Topic: Alkene Mechanism  (Read 2540 times)

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Offline rlabomba

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Alkene Mechanism
« on: October 16, 2017, 07:44:21 AM »
Hi All,
Having some trouble on this reaction. can somebody take a look and let me know if it's correct or if i'm on the right track?


Offline pgk

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Re: Alkene Mechanism
« Reply #1 on: October 16, 2017, 09:55:28 AM »
No, it’s wrong.
The flesh must point to the hydrogen and not to the bromine.
But this destroys the double bond and creates a cation and an anion. Which ones?

Offline wildfyr

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Re: Alkene Mechanism
« Reply #2 on: October 16, 2017, 03:41:07 PM »
I would say there is almost nothing correct here. Please look in a textbook at 1,2 and 1,4 additions to dienes. This is also a good resource https://www.masterorganicchemistry.com/2017/03/22/reactions-of-dienes-12-and-14-addition/

Offline ringhio

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Re: Alkene Mechanism
« Reply #3 on: October 17, 2017, 11:51:10 AM »
Hi All,
Having some trouble on this reaction. can somebody take a look and let me know if it's correct or if i'm on the right track?

when a diene reacts with HBr this is what happens, you should study the reaction conditions to know how much 1,2 product and 1,4 you can get

Offline Babcock_Hall

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Re: Alkene Mechanism
« Reply #4 on: October 17, 2017, 05:05:33 PM »
It seems to me that you might have conjured up a pair of electrons, but I am not entirely certain.

Offline rlabomba

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Re: Alkene Mechanism
« Reply #5 on: October 18, 2017, 01:22:33 PM »
I think i figured it out.  let me know if this looks correct now.  Thanks.

Offline Babcock_Hall

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Re: Alkene Mechanism
« Reply #6 on: October 18, 2017, 04:06:57 PM »
Try drawing a second resonance form for the carbocation.

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