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Topic: E1 reaction of 3-iodo-4-methylheptane  (Read 4372 times)

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Offline rleung

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E1 reaction of 3-iodo-4-methylheptane
« on: November 20, 2005, 03:54:32 PM »
Hi,

If you react 3-iodo-4-methylheptane in an E1 fashion, would you get 3-methyl-3-heptene AND 4-methyl-3-heptene?  The book says that we only get the first product (methyl shift), but isn't it also possible to perform a hydride shift and get the second product?  Thanks.

Ryan
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Offline FeLiXe

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Re:E1 reaction of 3-iodo-4-methylheptane
« Reply #1 on: November 20, 2005, 04:41:51 PM »
why does it do a methyl shift at all

isn't the resulting cation secondary just as the first one was?

in my eyes it gets more stable only with hydride shift
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Offline Mitch

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Re:E1 reaction of 3-iodo-4-methylheptane
« Reply #2 on: November 20, 2005, 06:43:30 PM »
I think it'll do a hydride shift first in order to make a tertiary cation.
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Slyos

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Re:E1 reaction of 3-iodo-4-methylheptane
« Reply #3 on: November 30, 2005, 09:45:48 AM »
What's the solvent of the reaction???
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