Editing Meso compound (section)

==Cyclic meso compounds==
1,2-substituted [[cyclopropane]] has a meso [[Trans isomer|cis]]-isomer (molecule has a mirror plane) and two [[Trans isomer|trans]]-enantiomers:

[[Image:Meso 12 cypropane.png|600 px]] 

The two cis stereoisomers of 1,2-substituted [[cyclohexane]]s behave like meso compounds at room temperature in most cases. At room temperature, most 1,2-disubstituted cyclohexanes undergo rapid ring flipping (exceptions being rings with bulky substituents), and as a result, the two cis stereoisomers behave chemically identically with chiral reagents.<ref>Vollhardt, K. Peter C. Organic Chemistry: Structure and Function, Fourth Ed. 2003. W.H. Freeman and Co. New York. pp. 187.</ref> At low temperatures, however, this is not the case, as the [[activation energy]] for the ring-flip cannot be overcome, and they therefore behave like enantiomers. Also noteworthy is the fact that when a cyclohexane undergoes a ring flip, the absolute configurations of the stereocenters do not change.

[[Image:Meso 12 cyhexane.png|600 px]]