stereochemistry - What happens when you have 4 different...

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1 Stereochemistry What happens when you have 4 different substituents around sp 3 carbon? Non-superimposable mirror images:
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2 All it takes is… What is happening? plane of symmetry or if you like, a mirror plane
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3 How do we tell the mirror images apart? • Absolute configuration How we assign priority: Examples: Absolute configuration? Is this the same molecule or its mirror image? Cl Br F H H FC l And… • Absolute Configuration? And… H CH 3 H
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4 Other ways to depict the molecules: Fischer Projections Rules for manipulating Fischer Projections 1. 90º rotation inverts stereogenic center 2. 180º rotation produces the same molecule 3. Holding one group in place while rotating the other 3 in order produces the same molecule Specific Rotation • observed rotation= (specific rotation)x(concentration)x(path length) • specific rotation is at the sodium D-line • concentration is g/mL • path length is in dm [] l C D α =
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5 A single enantiomer is optically pure • A racemic mixture is a 50:50 mixture of
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This note was uploaded on 03/24/2009 for the course CHEMISTRY 030.205 taught by Professor Greenberg during the Fall '08 term at Johns Hopkins.

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stereochemistry - What happens when you have 4 different...

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