CHEM 125A - Freshman Organic Chemistry I
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. (from oyc.yale.edu)
| Lecture 28 - Stereochemical Nomenclature; Racemization and Resolution |
| Time | Lecture Chapters |
| [00:00:00] | 1. Ambiguity in the D/L Genealogical Designations |
| [00:10:15] | 2. The Discovery of Tartaric Acid's Atomic Arrangement and Notation by Priority |
| [00:24:49] | 3. The Cahn-Ingold-Prelog Priority Scheme |
| [00:34:12] | 4. Racemization and Epimerization |
| References |
| Lecture 28 - Stereochemical Nomenclature; Racemization and Resolution Instructor: Professor J. Michael McBride. Resources: Professor McBride's website resource for CHEM 125 (Fall 2008). Transcript [html]. Audio [mp3]. Download Video [mov]. |
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