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Topic: Determining cis/trans for an alkene given its hydrated form  (Read 2738 times)

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Offline cncbmb

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Determining cis/trans for an alkene given its hydrated form
« on: July 23, 2009, 12:08:33 AM »
In the link to the image below, how do we know that the reactant must be the cis alkene instead of the trans one?

http://img338.imageshack.us/img338/5297/stereochem.gif
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Offline nj_bartel

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Re: Determining cis/trans for an alkene given its hydrated form
« Reply #1 on: July 23, 2009, 01:22:31 AM »
It's a syn-addition reaction (both hydroxyls add to the same face of the double bond simultaneously).  Rotate the product so that the hydroxyls line up, and you'll see a cis-configuration.
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