5.) Given the following three reactions of enantiomerically pure starting materials, please identify products A and B for each line (given the product molecular formulae), using dashes and wedges where appropriate, the meso (optically inactive) product and the chiral (optically active product). NaBHa CHSOH A Csto02 + B CsHo02 но optically inactive optically active (R)-3-hydroxycyclopentanone OH Os04 (cat) (CHa)3COOH C CsH1203 + D CH1203 optically active (2R, 3E)-2-hydroxy-3-pentene optically inactive OH Os04 (cat) (CHa)300OH E CsHi203 optically inactive F CSH1203 optically active (2R, 32)-2-hydroxy-3-pentene

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
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Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
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Problem 25VC: The following molecular model of a dimethyl-substituted biphenyl represents the lowest-energy...
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5.) Given the following three reactions of enantiomerically pure starting materials, please
identify products A and B for each line (given the product molecular formulae), using
dashes and wedges where appropriate, the meso (optically inactive) product and the
chiral (optically active product).
NaBH4
CH3OH
A CHo02
+ B CSH1002
optically active
HO
optically inactive
(R)-3-hydroxycyclopentanone
OH
Os04 (cat)
(CH3)3COOH
C CH1203
optically inactive
+ D CH1203
(2R, 3E)-2-hydroxy-3-pentene
optically active
OH
Os04 (cat)
(CH3)3COOH
E CsH203
+ F CSH1203
optically active
optically inactive
(2R, 3Z)-2-hydrox y-3-pentene
Transcribed Image Text:5.) Given the following three reactions of enantiomerically pure starting materials, please identify products A and B for each line (given the product molecular formulae), using dashes and wedges where appropriate, the meso (optically inactive) product and the chiral (optically active product). NaBH4 CH3OH A CHo02 + B CSH1002 optically active HO optically inactive (R)-3-hydroxycyclopentanone OH Os04 (cat) (CH3)3COOH C CH1203 optically inactive + D CH1203 (2R, 3E)-2-hydroxy-3-pentene optically active OH Os04 (cat) (CH3)3COOH E CsH203 + F CSH1203 optically active optically inactive (2R, 3Z)-2-hydrox y-3-pentene
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