Addition of Hydroiodic Acid to Alkenes to Give Alkyl Iodides

Description: Treatment of alkenes with hydroiodic acid (HI) leads to the formation of alkyl iodides. Note that the iodine always ends up on the more substituted carbon.
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{ 4 comments… read them below or add one }

Anne November 27, 2011 at 7:25 pm

Hi James,

I think you meant to switch the Cl’s with the I’s?

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james November 28, 2011 at 5:53 am

Yep – thanks!

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Raj October 10, 2012 at 1:05 pm

Um…I might be wrong but as far as I know Iodine has the greatest atomic size of all the members of the halogen groups so shouldn’t it try to detach itself from the organic compound thus making the compound highly unstable

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james October 10, 2012 at 4:13 pm

Alkyl iodides can be unstable under certain conditions, but alkyl iodides can still be made this way.

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