notes_14C_stereo03

notes_14C_stereo03 - Stereochemistry The Basics of Solving...

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Stereochemistry: The Basics of Solving Problems Important Terms : 1. Optically Active – optically active compounds rotate plane polarized light ( Figure 1.1 ) 1 2. Dextrorotatory – compound that rotates plane polarized light clockwise ( Figure 1.2 ) 3. Levorotatory – compound that rotates plane polarized light counterclockwise ( Figure 1.3 ) 4. Stereocenter – generally a Carbon with four different attachments (Figure 1.4) 5. Stereoisomer – isomers that differ only in the position of atoms in space and cannot be interconverted by rotation around a sigma bond 6. Enantiomer – a pair of molecules that are non super imposable mirror images 7. Diastereomer – any two molecules that are not enantiomers 8. Chiral – an optically active molecule that is not super imposable with its mirror image (chiral + chiral = enantiomer) 9. Racemic Mixture – an equimolar mixture of enantiomers * N ote ! Do not use the two terms configuration and confirmation interchangeably, there is a difference! Configurations take into consideration of whether the attachments in a molecule are going clockwise or counterclockwise (R or S) while a conformation “are the different positions that a molecule can twist into” 2 How to find a stereocenter
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notes_14C_stereo03 - Stereochemistry The Basics of Solving...

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