(Solution Download) If you think you know your definitions try this difficult

If you think you know your definitions, try this difficult problem.
(a) Draw all the stereo-isomers of 2, 3, 4-tribromopentane. (Using Fischer projections may be helpful.) You should find two meso structures and one pair of enantiomers.
(b) Star (*) the asymmetric carbon atoms, and label each as (R) or (S).
(c) In the meso structures, show how C3 is not asymmetric, nor is it a chirality center, yet it is a stereo-center.
(d) In the enantiomers, show how C3 is not a stereo-center in this diastereomer.


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