Two diastereomeric sets of enantiomers, A/B and C/D, exist

Chapter 10, Problem 10.33

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Two diastereomeric sets of enantiomers, A/B and C/D, exist for 3-bromo-2-butanol. CH3 CH3 A H Br HO H CH3 CH3 B OH H H Br CH3 CH3 C OH Br H H CH3 CH3 D H H HO Br When enantiomer A or B is treated with HBr, only racemic 2,3-dibromobutane is formed; no meso isomer is formed. When enantiomer C or D is treated with HBr, only meso 2,3-dibromobutane is formed; no racemic 2,3- dibromobutane is formed. Account for these observations.

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