Two diastereomeric sets of enantiomers, A/B and C/D, exist for 3-bromo-2-butanol. CH3 HO--H CH3 HO -H CH3 CH, H OH H OH Br Br H- Br Br H. CH3 ČH3 CH3 CH3 A B C D 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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Chapter1: Chemical Foundations
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Two diastereomeric sets of enantiomers, A/B and C/D, exist for 3-bromo-2-butanol.
CH3
HO--H
CH3
HO -H
CH3
CH,
H OH
H OH
Br
Br
H-
Br
Br
H.
CH3
ČH3
CH3
CH3
A
B
C
D
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.
Transcribed Image Text:Two diastereomeric sets of enantiomers, A/B and C/D, exist for 3-bromo-2-butanol. CH3 HO--H CH3 HO -H CH3 CH, H OH H OH Br Br H- Br Br H. CH3 ČH3 CH3 CH3 A B C D 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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