(a) 2,3,4-Trichloropentane has two meso stereoisomers. CH Cl Cl Cl H3C CH CH CH3

Chapter 6, Problem 6.45

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(a) 2,3,4-Trichloropentane has two meso stereoisomers. CH Cl Cl Cl H3C CH CH CH3 2,3,4-trichloropentane 2 3 4 Starting with the template below for each, complete line-and-wedge structures for the two meso stereoisomers. H3C CH3 (b) Show the symmetry element in each meso stereoisomer that makes the compound achiral. (c) What is the relationship (enantiomers or diastereomers) between the two meso compounds? (d) Is carbon-3 a stereocenter in these meso compounds? How do you know? (e) What addition to the R,S system would you have to make to assign a configuration to carbon-3? Invent a rule and then assign an R or S designation to each carbon in your two meso stereoisomers. (f) How many stereoisomers does 2,3,4-trichloropentane have?

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