Cyclopentane Envelope Preferences

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irisc23
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Cyclopentane Envelope Preferences

Postby irisc23 » Sat Mar 08, 2014 10:27 pm

We learned in lecture that for cyclopentane, it does not matter which carbon is folded up to form the envelope conformation, as long as the molecule wasn’t planar (this relieves torsional strain). I also know that for cyclohexane, the chair conformations are equally stable unless there are substituents attached to the carbons in the ring, in which case it would be better to have the substituents in the equatorial positions. Will there be a similar preference for cyclopentane as to which carbon is folded up once I add substituents? Thanks.

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Re: Cyclopentane Envelope Preferences

Postby Chem_Mod » Sun Mar 09, 2014 7:22 pm

The carbon atom that is out of the plane has staggered hydrogen atoms and therefore it is the preferred carbon to be out of the plane if it has substituents.


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