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Topic: Allylic Chemistry help?  (Read 2908 times)

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riseofphoenix

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Allylic Chemistry help?
« on: December 06, 2012, 07:16:40 PM »


I've tried looking up online what to do for allylic chemistry but nothing has shown up yet...and there aren't any youtube videos on it...
What (in general) must go on in Allylic Chemistry (in terms of the pushing mechanism/electron flow)?

Because to me, it seems like the H+ is going to go to OH- to make H2O.
When Br- attacks a central carbon (which one?), it will kick off the leaving group (H2O) and replace it.

Online Babcock_Hall

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Re: Allylic Chemistry help?
« Reply #1 on: December 06, 2012, 07:26:17 PM »
Your explanation implicitly assumes a SN2 mechanism.  What if that assumption is false?

riseofphoenix

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Re: Allylic Chemistry help?
« Reply #2 on: December 06, 2012, 07:27:42 PM »
This is what I did...


riseofphoenix

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Re: Allylic Chemistry help?
« Reply #3 on: December 06, 2012, 07:30:07 PM »
Your explanation implicitly assumes a SN2 mechanism.  What if that assumption is false?

I'm not sure what you're asking...
Well what I'm wondering is if that isn't what's happening here, then what is. I mean at the top of the question it says this is supposed to be Allylic Chemistry and I don't know how to do that...
I've looked online but I haven't found anything significantly helpful :(

riseofphoenix

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Re: Allylic Chemistry help?
« Reply #4 on: December 06, 2012, 10:13:18 PM »


^

That's the answer...

But I dont get something...this "Allylic Reaction" is by SN1 and it forms 2 racemic products?
If so, then what the heck is a Allylic Reaction??!!!
It's just SN1, no?

Offline discodermolide

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Re: Allylic Chemistry help?
« Reply #5 on: December 07, 2012, 12:04:36 AM »
You are being asked why there is a difference in the reaction rate.
What role does the C=C play in the first reaction?
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Offline theanonymous

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Re: Allylic Chemistry help?
« Reply #6 on: December 07, 2012, 08:00:21 AM »
You are being asked why there is a difference in the reaction rate.
What role does the C=C play in the first reaction?

Is it because it's more stable?

Online Babcock_Hall

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Re: Allylic Chemistry help?
« Reply #7 on: December 07, 2012, 09:08:57 AM »
This is what I did...
With respect to the hand drawing in this message, you might want to show that the carbon atom being attacked by bromide has a hydrogen atom attached, just so everyone is clear that the hydrogen is there.  With respect to the carbocations you showed in A vs. B in the other drawing, which one is more stable and why?

Offline theanonymous

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Re: Allylic Chemistry help?
« Reply #8 on: December 07, 2012, 01:01:35 PM »
This is what I did...
With respect to the hand drawing in this message, you might want to show that the carbon atom being attacked by bromide has a hydrogen atom attached, just so everyone is clear that the hydrogen is there.  With respect to the carbocations you showed in A vs. B in the other drawing, which one is more stable and why?

Why is the first one faster though?

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