Answer ALL parts of this question. The structure shown below is that of one of the optical isomers of the well-known analgesic, ibuprofen: (a) (b) (c) CH₂ H₂C-A C H₂ 2048 ÇO,H CH CH₂ Explain how the Cahn Ingold Prelog sequence rules can be used to rank groups in order of priority, using the four groups attached to the chiral centre in ibuprofen as illustrated. Based on the order of priority of the four groups determined in part (a) of this question, explain which of the two enantiomers (R or S) of ibuprofen is shown. S Draw the structure of the enantiomer of this compound and comment on why it might produce a different reaction in vivo (in fact the enantiomer has no analgesic effect).

Answer ALL parts of this question. The structure shown below is that of one of the optical isomers of the well-known analgesic, ibuprofen: (a) (b) (c) CH₂ H₂C-A C H₂ 2048 ÇO,H CH CH₂ Explain how the Cahn Ingold Prelog sequence rules can be used to rank groups in order of priority, using the four groups attached to the chiral centre in ibuprofen as illustrated. Based on the order of priority of the four groups determined in part (a) of this question, explain which of the two enantiomers (R or S) of ibuprofen is shown. S Draw the structure of the enantiomer of this compound and comment on why it might produce a different reaction in vivo (in fact the enantiomer has no analgesic effect).

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

Chapter23: Amines

Section: Chapter Questions

Problem 23.22P

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