06 - Handout #6, 5.12 Spring 2003, 2/28/03 Stereochemistry...

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Handout #6, 5.12 Spring 2003, 2/28/03 Stereochemistry How many stereocenters? zero one two or more mirror plane? yes achiral no non-identical mirror image? no yes chiral chiral mirror plane? yes no* non-identical mirror image? achiral (meso) no yes chiral stereochemistry: study of the spatial characteristics of a molecule stereocenter: atom bonded to four different groups (has R or S configuration) internal mirror plane : plane that divides molecule in such a way that two halves are identical chiral (optically active): possessing a non-identical mirror image (an enantiomer) achiral: superimposable on its mirror image enantiomers: non-identical mirror images (same physical properties) diastereomers: stereoisomers that are not enantiomers (different physical properties) meso compound: achiral molecule that has stereocenters * If you can't find a mirror plane, it doesn't mean that there isn't one. Compare mirror images! Assigning R/S Stereochemistry (Cahn–Ingold–Prelog) • Every stereocenter can be assigned as R or S . • A stereocenter is an atom attached to four
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This note was uploaded on 11/27/2011 for the course CHEMICAL E 20.410j taught by Professor Rogerd.kamm during the Spring '03 term at MIT.

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06 - Handout #6, 5.12 Spring 2003, 2/28/03 Stereochemistry...

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