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December 20, 2014

Homework Help: organic chemistry

Posted by Desiree on Tuesday, January 16, 2007 at 7:23pm.

why can't you convert cis-2-butene into trans-2-butene simply by undergoing a rotation/

The cis and trans isomers of 2-butene involve a pi bond as well as a sigma bond. To "rotate" the molecule, the pi bond must be broken (remember this double bond is planar) and that involves about 70 kcal of energy so a simple interconversion isn't possible; for example, at room temperature.

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