Problem

If you think you know your definitions, try this difficult problem. (a) Draw all th...

If you think you know your definitions, try this difficult problem.

(a) Draw all the stereoisomers 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 stereocenter.

(d) In the enantiomers, show how C3 is not a stereocenter in this diastereomer.

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