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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: rleung on November 20, 2005, 03:54:32 PM

Title: E1 reaction of 3-iodo-4-methylheptane
Post by: rleung 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

Title: Re:E1 reaction of 3-iodo-4-methylheptane
Post by: FeLiXe 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

Title: Re:E1 reaction of 3-iodo-4-methylheptane
Post by: Mitch on November 20, 2005, 06:43:30 PM

I think it'll do a hydride shift first in order to make a tertiary cation.

Title: Re:E1 reaction of 3-iodo-4-methylheptane
Post by: Slyos on November 30, 2005, 09:45:48 AM

What's the solvent of the reaction???