Answer ALL parts of this question. (a) Use the Cahn-Ingold-Prelog rules to assign the configuration of the following substituted biphenyl (Scheme Q9a) (note: Ph3CeHs): PhS. NO2 O,N, SPh (Scheme Q9a) (b) Explain why chiral resolution was unsuccessful in isolating the following substituted biphenyl (Scheme Q9b) and only a racemic mixture was obtained: HO,C ON ON co,H (Scheme Q9b)

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter22: Reactions Of Benzene And Its Derivatives
Section: Chapter Questions
Problem 22.59P
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9.
Answer ALL parts of this question.
(a) Use the Cahn-Ingold-Prelog rules to assign the configuration of the
following substituted biphenyl (Scheme Q9a) (note: Ph=C6H5):
PhS
ZON
O,N,
SPh
(Scheme Q9a)
(b) Explain why chiral resolution was unsuccessful in isolating the following
substituted biphenyl (Scheme Q9b) and only a racemic mixture was
obtained:
HO,C.
ON
O,N
co,H
(Scheme Q9b)
Transcribed Image Text:Styles Editing Voice 9. Answer ALL parts of this question. (a) Use the Cahn-Ingold-Prelog rules to assign the configuration of the following substituted biphenyl (Scheme Q9a) (note: Ph=C6H5): PhS ZON O,N, SPh (Scheme Q9a) (b) Explain why chiral resolution was unsuccessful in isolating the following substituted biphenyl (Scheme Q9b) and only a racemic mixture was obtained: HO,C. ON O,N co,H (Scheme Q9b)
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