FDSC 230 Lecture Notes - Stereocenter, Stereoisomerism, Enantiomer

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Have the same connectivities but vary in spatial orientation. Mirror images of molecules can be superposable or non-superposable. Enantiomers/chiral substances are non-superposable mirror images of each other. Assign priority (by highest atomic number) to each group on the stereocentre. For double or triple bonds, prioritize as if atoms are duplicated/triplicated. Place the lowest priority group facing away from you. Trace a path from highest to lowest priority. Molecules with a plane of symmetry are not chiral (achiral) Diastereomers are not mirror images of each other. They have the same chemical properties, except reaction with chiral substances. Stereogenic centres are atoms at which interchanges producing stereoisomers occur. Chiral compounds can rotate the plane of polarize light by angle . A polarimeter can be used to measure optical activity of a chiral compound. Specific rotation: c is the concentration in g/ml, l is length of the cell in dm. Enantiomers will have the same value of specific rotation, with opposite signs.

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