Lecture 28 - Stereochemical Nomenclature; Racemization and Resolution

Determination of the actual atomic arrangement in tartaric acid in 1949 motivated a change in stereochemical nomenclature from Fischer's 1891 genealogical convention (D, L) to the CIP scheme (R, S) based on conventional group priorities. Configurational isomers can be interconverted by racemization and epimerization. Pure enantiomers can be separated from racemic mixtures by resolution schemes based on selective crystallization of conglomerates or temporary formation of diastereomers. Problem sets/Reading assignment: Reading assignments, problem sets, PowerPoint presentations, and other resources for this lecture can be accessed from Professor McBride's on-campus course website, which was developed for his Fall 2008 students. Please see Resources section below. Resources: [[http://webspace.yale.edu/chem125_oyc/#L28|Professor McBride's web resources for CHEM 125 (Fall 2008)]]