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Topic: question about E2 and Addition Rxns  (Read 12041 times)

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Offline discodermolide

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Re: question about E2 and Addition Rxns
« Reply #15 on: October 14, 2013, 02:17:01 PM »
Nope, that is an enol or more likely a ketone.
Think about how dilute sulphuric acid reacts with C=C bonds.
Hint: carbonium ions.
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Offline spinx625

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Re: question about E2 and Addition Rxns
« Reply #16 on: October 14, 2013, 02:21:39 PM »
Is there a methyl shift after the carbocation is made?

Offline Altered State

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Re: question about E2 and Addition Rxns
« Reply #17 on: October 14, 2013, 02:35:52 PM »
No migration required.
Have you been taught alkenes reactivity?

Offline spinx625

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Re: question about E2 and Addition Rxns
« Reply #18 on: October 14, 2013, 05:48:41 PM »
Yes, I forgot to get rid of double bond. I tried this structure for compound C:


It turns out the structures for A, B, and C are incorrect.

I also tried starting with 4-bromoheptane as suggested by a user from another forum. Also incorrect.
« Last Edit: October 14, 2013, 06:39:45 PM by spinx625 »

Offline discodermolide

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Re: question about E2 and Addition Rxns
« Reply #19 on: October 14, 2013, 07:21:38 PM »
then try one of the other compounds like the other alkene you suggested way back near the start of this!
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Offline orgopete

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Re: question about E2 and Addition Rxns
« Reply #20 on: October 14, 2013, 08:51:47 PM »
Two things, the structure seems as though it should have been a correct answer from the information given. Secondly, I thought the answer they were going for was more symmetrical. I am thinking of an ethylpentane.
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Offline spinx625

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Re: question about E2 and Addition Rxns
« Reply #21 on: October 14, 2013, 09:04:16 PM »
You're right, it was 3-bromo-3-ethylpentane for compound A. Thanks for all the help guys!

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