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Unformatted text preview: Topic # 2 I magine that you run a factory that manufactures Ibuprofen, an analgesic and anti inflammatory found in many over-the-counter drugs such as Motrin. See page 166 of your textbook for the structure of Ibuprofen. Part (a) How many stereocenter(s) does Ibuprofen have? What is/are the R or S configuration of the stereocenter(s)? Ibuprofen has 1 stereocenter at the carbon-1 atom. The substituents on the stereocenter includes a carboxylic acid substituent, a phenyl group (with a methylpropyl substituent), a methyl group, and a hydrogen atom. Using the Cahn-Ingold-Prelog Priority rules, the hydrogen atom receives the lowest priority among the substituents on the stereocenter. Meanwhile, the carboxylic acid ranks first, the phenyl substituent ranks second, and the methyl group ranks third. In R-ibuprofen, the arrangement of the top three ranked substituents run clockwise around the chiral center. In S-ibuprofen, the arrangement of the top three ranked substituents run counterclockwise...
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This note was uploaded on 04/10/2011 for the course AAS 410.302.81 taught by Professor Thompson during the Spring '11 term at Johns Hopkins.
- Spring '11