Organic Chemistry

Organic Chemistry - Ch 11 543 Daley & DaleyHOOCHOH 2 CCHNH2HH 2 NCCOOHCH 2 OHNatural serineSynthetic serineSome groups bonded to a stereocenter carbon are long chains.To determine whether the stereocenter is (R) or (S), continuesearching along these chains away from the stereocenter to the firstdifference between similar chains. Give the chains their prioritynumbers according to this difference.Solved Exercise 11.1Determine whether the following molecule has any stereogenic centers. Markall asymmetric carbon atoms and determine whether they have an (R) or (S)configuration.ClHCH 3OHSolutionThis molecule has three stereogenic carbon atoms. The carbon bearing the —OH group, the one bearing the —Cl and the one bearing the —CHClCH 3group. These three are starred in the following structure.Cl**HCH 3*OHThe carbon atom bearing the —CHClCH 3 has an (R) configuration.www.ochem4free.com 5 July 2005