CHEM 109A Lecture #10

CHEM 109A Lecture #10 - CHEM 109A Lecture#10 Meso compound...

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CHEM 109A Lecture #10 Meso compound – does not rotate polarized light because it is superimposable on its mirror image. Plane of symmetry – cut the molecule in half so that one half is the mirror image of the other. If a compound has a plane of symmetry, it will not be optically active and will not have an enantiomer. A compound with the same four atoms or groups bounded to two different asymmetric centers will have three stereoisomers: one will be a meso compound, and the other two will be enantiomers. An eclipsed conformer will be a meso conformer has no plane of symmetry conformer has no plane of symmetry Naming an isomer with more than one asymmetric center o First determine the configuration at C-2 to tell whether it is R or S o Second determine the configuration of C-3 to tell whether it is R or S Relative configuration – the groups maintain their relative positions Two compounds with the same relative configuration do not necessarily have the
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CHEM 109A Lecture #10 - CHEM 109A Lecture#10 Meso compound...

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